Thienopyrimidine, the retrieval method (variants), pharmaceutical composition and method of reception

 

(57) Abstract:

The invention relates to new thienopyrimidine General formula I or their physiologically acceptable salts, having the properties of an inhibitor of phosphodiesterase V, which can be used in the pharmaceutical industry for the treatment of diseases of the cardiovascular system, in particular heart failure, and for treatment of violations of a potentiality. In the compounds of General formula I R1and R2independently of one another denote H, a or Hal, and one of the residues R1or R2always is not N, R1and R2together represent alkylene with 3-5 carbon atoms, R3and R4independently of one another denote H, OA or Hal, R3and R4together denote also-O-CH2-O - or-O-CH2-CH2-Oh, And denotes alkyl with 1-6 carbon atoms, X denotes 1-imidazolyl, 2-methylimidazole, pyrazolyl, 1,2,4-triazolyl-1-yl or 3-pyridyl, Hal denotes F, CL, Br or I, n denotes 1, provided that if R1and R2independently of one another denote H, a or Hal, and one of the residues R1or R2always is not N, R3and R4together do not represent N. The method of derivation of the formula I, where the m, 1,2,4-triazole or in the case of preparing compounds where X is bound via C, interaction of compound III to compound IV, where L denotes Cl, Br, HE, SCH3or a reactive esterified HE group, R1-R4and n have the above meanings, followed, where appropriate, processing the received base acid to obtain a physiologically acceptable salt. The invention also relates to pharmaceutical compositions comprising at least one of the above compounds in a suitable form for dispensing, and a method for producing the composition. 5 S. and 3 C.p. f-crystals, 1 PL.

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The invention relates to compounds of the formula I

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where R1, R2independently of one another denote H, A, OA, alkenyl, quinil, NO2, CF3or Hal, and one of the residues R1or R2always is not H;

R1and R2together represent alkylene with 3-5 carbon atoms;

R3, R4independently of one another denote H, A, OA, Hal, NO2, NH2, NHA or NAA';

R3and R4together denote also-O-CH2-CH2-, -O-CH2-O - or-O-CH2-CH2-O-;

A and a' independently substituted on A Hal or CF3unsaturated 5-7-membered heterocycle with 1 to 4 atoms of N, O and/or S, where optionally can be substituted by other groups of CH2on NH, NA, S, or O, are related through N or S;

Hal denotes F, C1, Br or I;

n denotes 0, 1, 2 or 3,

and their physiologically acceptable salts.

Derivatives of pyrimidine known, for example, from EP 201188 or WO 93/06104.

The task of the invention are compounds with valuable properties, especially those that can be used to obtain drugs.

It was shown that the compounds of formula I and their salts have very valuable pharmacological properties with good endurance.

In particular, they show specific inhibition of cGMP-phosphodiesterase (PDE-V).

Hintline with inhibitory TFFM-phosphodiesterase activity are described, for example, in J. Med. Chem., 36, 3765 (1993) and 37, 2106 (1994).

The biological activity of the compounds of formula I can be determined using the methods described, for example, in WO 93/06104.

Tool compounds of formula I with respect to cGMP - or camp-phosphodiesterase, can be determined by determining the values of the IC50(concentration of inhibitor required to achieve 50% og the power of the known methods enzymes (for example, W. J. Thompson et al., Biochem., 1971, 10, 311). For experimenting you can use the modified method of sample C. J. Thompson and M. M. of Appelman (Biochem., 1979, 18, 5228).

Therefore, the compound suitable for the treatment of diseases of the cardiovascular system, in particular heart failure, and for treatment of violations of a potentiality.

The compounds of formula I can be used as active substances of medicines in medicine and veterinary medicine. In addition, they can be used as intermediate products for other active substances of medicines.

In accordance with the objects of the invention are the compounds of formula I, as well as the method of obtaining

a) compounds of the formula I according to paragraph 1 of the claims, as well as their salts, in which X is connected through N, wherein the compound of formula II

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where R1, R2, R3, R4and n have the above values and

L denotes CL, Br, IT, S3or a reactive esterified HE group

subjected to interaction with unsubstituted or one-, two - or three-fold substituted by A, Hal or CF3unsaturated 5-7-membered heterocycle with at least one group is s I in accordance with paragraph 1 of the claims, and also their salts, in which X is connected through the S, characterized in that the compound of formula III

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where R1, R2and X have the above values and

L denotes CL, Br, IT, S3or a reactive esterified HE group

subjected to interaction with the compound of the formula IV

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where R3, R4and n have the above values, or

(C) in the compound of formula I one residue R1, R2, R3and/or R4turn in the remainder R1, R2, R3and/or R4that restores one group NH, or turn acelerou one primary or one secondary amino group by reductive amination in alkilirovanny amine, and/or a basic compound of formula I by treatment with acid is transferred into one of its salts.

In the description text of the residues R1, R2, R3, R4, L, X and n have the above for formulas I, II, III and IV values, unless otherwise indicated.

A and a' denote preferably independently from each other alkyl with 1-6 carbon atoms.

In the above formulas, the alkyl is preferably unbranched and has 1, 2, 3, 4, 5 or 6 carbon atoms, preferably 1, 2, 3,are isopropyl, butyl, isobutyl, sec-butyl or tert-butyl, and n-pentyl, neopentyl or isopentyl.

Alkylene is preferably unbranched and preferably denotes propylene, butylene or pentile.

Of the residues R1and R2one preferably denotes H, while the other denotes preferably propyl or butyl, but particularly preferably ethyl or methyl. In addition, R1and R2also indicate together preferably propylene, butylene or pentile.

Hal preferably denotes F, C1 or Br, but also I.

Alkenyl means preferably vinyl, 1 - or 2-propenyl, 1-butenyl, Isobutanol, second-butenyl, in addition, preferred are 1-pentenyl, isopentenyl or 1-hexenyl.

Quinil means preferably ethinyl, propyne-1-yl, furthermore, butyn-1-, Butin-2-yl, pentyn-1-, pentyn-2 - or pentyn-3-yl.

The remains of R3and R4may be the same or different and are preferably in the 3 - and 4-positions of the phenolic ring. They indicate, for example independently of each other H, alkyl, alkoxy, nitro, amino, alkylamino, for example, methylamino, dialkylamino, for example dimethylamino, F, Cl, Br or I or Shoei, for example methoxy, ethoxy or propoxy.

The residue X is preferably unsubstituted or have one, two or three times substituted by Hal or alkyl CF32 - or 3-furyl, 2 - or 3-thienyl, 1-, 2 - or 3-pyrrolyl, 1-, 2-, 4 - or 5-imidazolyl, 2-methyl-1-imidazol-1-yl, 1-, 3-, 4 - or 5-pyrazolyl, 2-, 4 - or 5-oxazolyl, 3-, 4 - or 5-isoxazolyl, 2-, 4 - or 5-thiazolyl, 3-, 4 - or 5-isothiazole, 2-, 3 - or 4-pyridyl, 2-, 4-, 5 - or 6-pyrimidinyl, in addition, preferably 1,2,3-triazole-1-, -4 - or-5-yl, 1,2,4-triazole-1-, -3 - or-5-yl, 1 - or 5-tetrazolyl, 1,2,3-oxadiazol-4 - or-5-yl, 1,2,4-oxadiazol-3 - or-5-yl, 1,3,4-thiadiazole-2 - or-5-yl, 1,2,4-thiadiazole-3 - or-5-yl, 1,2,3-thiadiazole-4 - or-5-yl, 3 - or 4-pyridazinyl or pyrazinyl.

For the whole of the invention it is true that all residues, which are present multiple times, may be the same or different, i.e. are independent of each other.

In accordance with the objects of the invention are in particular the compounds of formula I in which at least one of these residues has one of the above preferred values. Some preferred groups of compounds can be expressed by the following partial formulae Ia-Ie, which correspond to the formula I and in which no imidazolyl or pyridinyl;

in Ib R1, R2independently of one another denote H, A, OA, NO2, CF3or Hal, and at least one of the residues R1or R2does not denote H,

R3and R4indicate together-O-CH2-CH2-, -O-CH2-O - or-O-CH2-CHz-O

X denotes imidazolyl or pyridinyl;

n denotes 1;

in Ic R1, R2independently of one another denote H, A, OA, NO2, CF3or Hal, and at least one of the residues R1or R2does not denote H,

R3, R4independently of one another denote H, A, OA, Hal, NO2, NH2, NHA or NAA',

X denotes imidazolyl or pyridinyl and

n denotes 1;

in Id R1and R2together denote alkylene with 3-5 carbon atoms,

R3and R4indicate together-O-CH2-CH2-, -O-CH2-O - or-O-CH2-CH2-O

X denotes imidazolyl or pyridinyl and

n denotes 1;

in Ie R1and R2indicate together alkylene with 3-5 carbon atoms,

R3, R4independently of one another denote H, A, OA, Hal, NR2, NH2, NHA or NAA',

X denotes imidazolyl or pyridinyl and

n denotes 1.

Connections handicap in the literature (for example, Houben Weyl, Methods der organischen Chemie, Georg Thieme Verlag, Stuttgart), namely under the conditions of the reactions, which are known and suitable for these transformations. You can use themselves known, there are no options.

In the compounds of formulas II, III and IV remains R1, R2, R3, R4, X and n have the aforementioned meanings, in particular these preferred values.

If L represents a reactive esterified HE group, it is preferably alkilsulfonilnogo with 1-6 carbon atoms (preferably, methylsulfonylamino) or arylsulfonate with 6-10 carbon atoms (preferably phenyl - or p-tolilsulfonil, and 2-naftiliaki).

The source of the substance, if desired, can be obtained in situ, so they are not isolated from the reaction mixture, and immediately subjected to further interaction in the compounds of the formula I. on the other hand, the possible reactions are also Paladino.

The compounds of formula I in which X is connected with thienopyrimidine ring system through N can preferably be obtained by reaction of compounds of formula II with unsubstituted or have one, two or three times substituted by A, Hal or PPI CH2can be replaced by NH, NA, S, or O.

Educt of the formula II are partially known. If they are not known, they can be obtained by using themselves known methods.

The precursor compounds of the formula II can be obtained, for example, by cyclization or halogenation similarly, J. Med. Chem., 24, 374 (1981). Through subsequent interactions with arylalkylamine obtain the compounds of formula II.

The interaction of compounds of the formula II with the NH-containing heterocycle in the presence or in the absence of an inert solvent at temperatures between -20 and 150oC, preferably between 20 and 100oC.

Favorable influence may add kislorodsvyazyvayushchei tools, such as hydroxide, carbonate or bicarbonate of alkali or alkaline earth metal or of another salt of a weak acid of the alkali or alkaline earth metals, preferably of potassium, sodium or calcium, or the addition of organic bases like triethylamine, dimethylamine, pyridine or quinoline, or an excess of aminecontaining component.

As inert solvents are suitable, for example, hydrocarbons, as Gex is carbon tetrachloride, chloroform or dichloromethane; alcohols, like methanol, ethanol, isopropanol, n-propanol, n-butanol or tert-butanol; ethers like diethyl ether, diisopropyl ether, tetrahydrofuran (THF) or dioxane; glycol ethers, as etilenglikolevye or monotropy esters (etilenglikol or ethylene glycol), etilenglikolevye ether (diglyme); ketones, such as acetone or butanone; amides, ndimethylacetamide, dimethylacetamide or dimethylformamide (DMF); NITRILES like acetonitrile; sulfoxidov as dimethyl sulfoxide (DMSO); nitro compounds, as nitromethane or nitrobenzene; esters as ethyl acetate, or mixtures of these solvents.

In addition, the compounds of formula I in which X is connected with thienopyrimidine ring system via the atom, can be obtained by reacting compounds of the formula III with compounds of formula IV. The initial compounds of formulas III and IV, as a rule, are known. If they are not known, they can get itself known methods. For example, the compounds of formula III can be obtained through interaction l3of compounds that are derivatives of thiophene and substituted CN heterocycles (Eur. J. Med. Chem., 23, 453 (1988)).

The interaction of the URS and solvents, as described for the interaction of the compounds of formula II containing NH-heterocycles.

It is also possible in connection formula I one of the residues R3and/or R4to turn to another residue R3and/or R4for example, the nitro group (for example, by hydrogenation on Nickel Raney catalyst or Pd/carbon in an inert solvent like methanol or ethanol) to restore the amino group or hydrolyzing ceanography in group COOH.

In addition, you can free amino group in the usual way to allievate using chloride or acid anhydride or alkilirovanii with unsubstituted or substituted alkylhalogenide expediently in an inert solvent like dichloromethane or tetrahydrofuran, and/or in the presence of a base like triethylamine or pyridine, at temperatures between -60 and 30oC.

The basis of a formula I can use acid to translate into the appropriate additive salt of the acid, for example, by reaction of equivalent amounts of base and acid in an inert solvent, like ethanol, followed by evaporation. For this interaction can be used, in particular acids, which form physiologically acceptable salts. So, nanolithography or Hydrobromic, phosphoric acid as phosphoric, sulfamic acid, and also organic acids, in particular aliphatic, alicyclic, analiticheskie, aromatic or heterocyclic one - or polybasic carboxylic, sulfonic or sulfuric acids, for example formic, acetic, propionic, pavlikova, diethyloxalate, malonic, succinic, Emelyanova, fumaric, maleic, lactic, tartaric, malic, citric, gluconic, ascorbic, nicotinic, isonicotinoyl acid, methane - or econsultation, ethicalfashion, 2-hydroxyethanesulfonic, benzoylacetate, p-toluensulfonate, naphthalenamine and disulfonate, louisanna acid. Salts with physiologically unacceptable acids, for example the picrate, can be used for isolation and/or purification of the compounds of formula I.

On the other hand, if you prefer, you can select the base of the formula I from their salts with bases (for example, hydroxide or carbonate of sodium or potassium).

In addition, the subject invention is the use of compounds of the formula I and/or their physiologically acceptable salts for pharmaceutical preparations, in particular by non-chemical. For this purpose, they can is Timoti in combination with one or more other active substances to result in a suitable dosage form.

The subject invention are also drugs of formula I and their physiologically acceptable salts as inhibitors of phosphodiesterase V inhibitors).

In addition, the subject invention are pharmaceutical compositions containing at least one compound of the formula I and/or one of its physiologically acceptable salts.

These compositions can be used in medicine and in veterinary medicine. As carriers can be used organic or inorganic substances which are suitable for internal (for example oral), parenteral or external application and do not react with the new compounds, for example water, vegetable oils, benzyl alcohol, alkalophile, glycols, glyceryltrinitrate, gelatin, carbohydrates such as lactose or starch, magnesium stearate, talc, vaseline. For oral administration suitable, in particular, tablets, pills, coated tablets, capsules, powders, granules, syrups, juices or drops, for rectal use - suppositories, for parenteral use, solutions, preferably oily or aqueous solutions, and also suspensions, emulsions or implants, for topical application are ointments, creams or powders. New connections Magny drugs. These preparations can be sterilized and/or contain auxiliary substances, such as, for example, lubricating, preservative, stabilizing and/or wetting means, emulsifiers, salts for influencing the osmotic pressure, buffer substances, dyes, giving taste and other active substances, for example one or more vitamins.

The compounds of formula I and their physiologically acceptable salts can be used for the treatment of diseases in which increased levels of cGMP (cyclo-guanosin-monophosphate) leads to slowing or inhibition of inflammation and muscle. A particular application of the compounds according to the invention can be found in the treatment of diseases of the cardiovascular system and for the treatment of violations of a potentiality.

In the description text temperatures are in degrees Celsius. In the following examples, the term "normal processing" includes the following: add if necessary water, set optionally depending on the structure of the final product pH is between 2 and 10, extracted with ethyl acetate or dichloromethane, separated, the organic phase is dried over sodium sulfate, evaporated and purified by khromatografiei electrons) M+, FAB (fast atom bombardment) (M+N)+.

Example 1.

In the solution 3,29 g of 2,4-dichloro-6-methyl-thieno-[2,3-d]-pyrimidine in 80 ml of dichloromethane added to 3.02 g of 3,4-methylenedioxyphenethylamine (a) and after addition of 1.52 g of triethylamine was stirred for 12 hours at room temperature. Remove the solvent and, as usual, treated. Get to 3.38 g of 2-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine, the yield point of 162oC.

Similarly, by reacting compounds AND

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1] -benzothieno-[2,3-d]-pyrimidine, the yield point of 222oC;

with 2,4-dichloro-5,6-cyclopentane-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cycloheptene-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(3,4-methylenedioxyphenethylamine-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3-chloro-4-methoxybenzylamine

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(3-chloro-4-methoxybenzylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cyclopentane-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

with 2,4-dichloro-5,6-cycloheptene-[1]-benzothieno-[2,3-d]-pyrimidine get 2-jmedina get 2-chloro-6-ethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3,4-dimethoxyphenethylamine

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(3,4-dimethoxyphenethylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cyclopentane-4-(3,4-dimethoxyphenethylamine)-Tien is about-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno[2,3-d] -pyrimidine get 2-chloro-6-trifluoromethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine.

Similarly, by interaction of benzylamine

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1] -[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-benzylamino-[1]-benzo-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1] -benzothieno-[2,3-d]-pyrimidine get what rimidine get 2-chloro-5,6-cycloheptene-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 4-forbindelsen

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine

with 2,4-dichloro-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(4-forbindelsen)-[1]-benzothieno-[2,3-d] -pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1] -benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cyclopentane-4-(4-forbindelsen)-thieno-[2,3-d]-Piri is anselmino)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno -[2,3-d] -pyrimidine receive 2,6-dichloro-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3,4-dichloraniline

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(3,4-dichloraniline)-[1] -benzothieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1]-benzothieno-[2,3-d]-pyrimidine get 2-CHL is-[2,3-d]-pyrimidine get 2-chloro-5,6-cycloheptene-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3-nitrobenzylamine with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(3-nitrobenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1]-benzothieno-[2,3-d]-pyrimidine get the but-[2,3-d]-pyrimidine get 2-chloro-5,6-cycloheptene-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3,4-methylenedioxyphenethylamine

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1] -Dean;

with 2,4-dichloro-5,6-cycloheptene-[1] -benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3,4-ethylenedioxythiophene

with 2,4-dichloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5-methyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5-methyl-4-(3,4-ethylenedioxythiophene)-Tien is about-4-(3,4-ethylenedioxythiophene)-[1]-benzothieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-cyclopentane-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cyclopentane-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

with 2,4-dichloro-5,6-cycloheptene-[1]-benzothieno-[2,3-d]-pyrimidine get 2-chloro-5,6-cycloheptene-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

with 2,4-dichloro-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-6-ethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

with 2,4,6-trichloro-thieno-[2,3-d] -pyrimidine receive 2,6-dichloro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

with 2,4,5-trichloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2,5-dichloro-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-nitro-thieno-[2,3-d] -pyrimidine get 2-chloro-6-nitro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-chloro-5,6-dimethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

with 2,4-dichloro-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-chloro-6-trifluoromethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine.

Example 2.

1,67 g of 2-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, of 1.02 g of imidazole and 2 g of phenol are heated for 5 hours at 150ooC.

Similarly obtained by interaction of imidazole obtained in example 1 derivatives of 2-chloro-thieno-[2,3-d]-pyrimidine, which is in the 4 position is replaced by arylalkylamines, the following connections:

2-(imidazol-1-yl)-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine, the yield point of 238oC;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1]-benzothieno-[2,3-d]-pyrimidine, the yield point of 218oC;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 260oC;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 210oC;

2-(imidazol-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine, methanesulfonate, the yield point of 201oC;

2-(imidazol-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 245oC;

2-(the-(3-chloro-4-methoxybenzylamine)-thieno-12,3-d] -pyrimidine,

2-(imidazol-1-yl)-5-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3-chloro-4-methoxybenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-ethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-chloro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3,4-dimethoxyphenethylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclo)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-chloro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-benzylamino-thieno-[2,3-d] -pyrimidine, the yield point of 207oC;

2-(imidazol-1-yl)-5-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-benzylamino-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-benzylamino-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-benzylamino-thieno-[2,3-d] -pyrimidine, the yield point of 197oC;

2-(imidazol-1-yl)-6-ethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-chloro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-benzylamino-thieno-[2,3-d]-pyrim is uraniumin)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(4-forbindelsen)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-ethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine, the yield point of 199oC;

2-(imidazol-1-yl)-6-chloro-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3,4-dichloraniline)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-this is eremein;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3-nitrobenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-ethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-chloro-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(3-nitrobenzylamine)-thieno-12,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-(3,4-methylenedioxyphenethylamine the BR>2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-3-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3,4-ethylenedioxythiophene)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cyclopentane-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-5,6-cycloheptene-4-(3,4-ethylenedioxythiophene)-thieno-[2,31-yl)-6-chloro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5-chloro-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-nitro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(imidazol-1-yl)-5,6-dimethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(imidazol-1-yl)-6-trifluoromethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine.

Similarly obtained by interaction of pyrazole obtained in example 1 derivatives of 2-chloro-thieno-[2,3-d]-pyrimidine, which is in the 4 position are replaced by arylalkylamines, the following connections:

2-(pyrazole-1-yl)-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1] -benzothieno-[2,3-d]-pyrimidine, the yield point of 210oC;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(3,4-mate the but-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(3-chloro-4-methoxybenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine,

2-(pyrazole-1-yl)-5-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-dimethoxybenzo the d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-benzylamino-[1]-benzothieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-benzylamino-thieno-[2,3--4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(4-forbindelsen)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine:

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-dichloraniline)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimid(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(3-nitrobenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -feast of the Sabbath. 2-(pyrazole-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-ethylenedioxythiophene)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cyclopentane-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-5,6-cycloheptene-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-ethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-6-chloro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5-chloro-6-Mino)-thieno-[2,3-d] -pyrimidine;

2-(pyrazole-1-yl)-5,6-dimethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(pyrazole-1-yl)-6-trifluoromethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine.

Similarly receive by reacting 1,2,4-triazole obtained in example 1 derivatives of 2-chloro-thieno-[2,3-d]-pyrimidine, which is in the 4 position are replaced by arylalkylamines, the following connections:

2-(1,2,4-triazole-1-yl)-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(3-chloro-4-methoxybenzylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-(3-chloro-4-methoxybenzylthio)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-dimethoxyphenethylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;
6-ethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-benzylamino-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-benzylaminopurine-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-benzylaminopurine-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-benzylamino-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-benzylamino-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(4-forbindelsen-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-dichloraniline)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazo the laminitis)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(3-nitrobenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-dioxygenation)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6,7,8-tetrahydro-4-(3,4-ethylenedioxythiophene)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cyclopentane-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-cycloheptene-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3,4-metilendioxifenil/BR>2-(1,2,4-triazole-1-yl)-5-chloro-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-nitro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-5,6-dimethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(1,2,4-triazole-1-yl)-6-trifluoromethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

Similarly obtained by interaction of 2-methylimidazole with that obtained in example 1 derivatives of 2-chloro-thieno-[2,3-d]-pyrimidine, which is in the 4 position are replaced by arylalkylamines, the following connections:

2-(2-Mei-1-yl)-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1]-benzothieno-[2,3-d]-pyrimidine, amorphous;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidal-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-(3-chloro-4-methoxybenzylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-nitro-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3-chloro-4-methoxybenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-meiselman)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3,4-dimethoxyaniline)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-nitro-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-methyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-benzylamino-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-benzylaminopurine-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-benzylaminopurine-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-benzylamino-thieno-[2,3 the ol-1-yl)-6-nitro-4-benzylamino-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-benzylamino-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-benzylamino-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-(4-forbindelsen)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-nitro-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(4-forbindelsen)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(4-forbindelsen)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidinemethanol-1-yl)-5,6-cyclopentane-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-nitro-4-(3,4-dichloraniline)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3,4-dichloraniline)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-(3-nitrobenzylamine)-[1] -benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3 is rimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3-nitrobenzylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-(3,4-methylenedioxyphenethylamine)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-nitro-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine;

2-(2-marked is ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6,7,8-tetrahydro-4-(3,4-ethylenedioxythiophene)-[1]-benzothieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cyclopentane-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-cycloheptene-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-ethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-chloro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5-chloro-6-methyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-nitro-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-5,6-dimethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine;

2-(2-Mei-1-yl)-6-trifluoromethyl-4-(3,4-ethylenedioxythiophene)-thieno-[2,3-d]-pyrimidine.

Example 3.

5 g of 2-amino-5-methyl-3-ethoxycarbonylmethylene with 2.7 g of lepirudin dissolved in 40 ml of dioxane. Then through the solution for 5 hours pass gaseous Hcl. After conventional treatment get 6 g of 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine.

The substitution of ketogroup on atom C1 with the formation of aromatic pyrimidine Kohl is iene-[2,3-d]-pyrimidine with the addition of 1.8 ml of N,N-dimethylaniline is boiled for 4 hours. After conventional treatment get 5 g of 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3-lepirudin and subsequent reaction with l3< / BR>
from 2-amino-4-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5,6,7-tetrahydro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d] -pyrimidine, the yield point of 143oC;

from 2-amino-4,5-cyclopentene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cycloheptene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-ethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-chloro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-chloro-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-nitro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-dimethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrid is-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 5-censorate followed by reaction with l3< / BR>
from 2-amino-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5,6,7-tetrahydro-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cyclopentene-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cycloheptene-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-ethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-chloro-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-chloro-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-nitro-3-ethoxycarbonylmethylene get 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-dimethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(and the 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 2-lepirsina followed by reaction with l3< / BR>
from 2-amino-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5,6,7-tetrahydro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cyclopentene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cycloheptene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-ethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-chloro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-chloro-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-nitro-3-etoxycarbonyl-thiophene get 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-dimethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-iformity-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 2-lepirudin followed by reaction with l3< / BR>
from 2-amino-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5,6,7-tetrahydro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cyclopentene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cycloheptene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-ethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-chloro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-chloro-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-nitro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-dimethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-Formetal-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 4-lepirudin followed by reaction with l3< / BR>
from 2-amino-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5,6,7-tetrahydro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cyclopentene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-cycloheptene-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-ethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-chloro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4-chloro-5-methyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

from 2-amino-5-nitro-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d]-pyrimidine;

from 2-amino-4,5-dimethyl-3-ethoxycarbonylmethylene get 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-Formetal-thieno-[2,3-d]-pyrimidine.

Example 4.

Analogously to example 1 by reacting 3,4-methylenedioxyphenethylamine

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxybenzyl)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine, the yield point of 215oC;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridine-3-the network-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d]-primidona get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxybenzyl)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxybenzyl-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxybenzyl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxybenzyl)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno--methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxybenzyl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridine-2-is imidan;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxybenzyl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -Piri is oxybenzone)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxybenzyl)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine, the yield point of 185oC;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxybenzyl)-5-holdem-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3-chloro-4-methoxybenzylamine

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine in the EOS-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-chloro-4-methoxybenzylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cyclopentane thieno is)-4-(3-chloro-4-methoxybenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-chloro-4-methoxybenzylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,Idro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrid eremein;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

4 is ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-chloro-4-methoxybenzylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

o)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-chloro-4-methoxybenzylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3,4-dimethoxyphenethylamine

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d]-pirimidinom get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-is Idina get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dimethoxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl is iene-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dimethoxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5BR>
with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-and what about the-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-neither the BR> with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dimethoxyphenethylamine)-6-trifluoromethyl-thieno-[ 2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dimethoxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Similarly, by interaction of benzylamine

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine, the yield point of 189oC;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-5,6-cyclopentane-thieno-[2,3-d]-amino-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-benzylamino-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d]-pyrimidine;

with 4-chloro what about the thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-benzylamino-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-5-methyl-thieno-[2,3-d]-pyrimidine;

4-CHL is ahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-benzylamino-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridine-2-ENT-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-benzylamino-6-cryptomelane-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridine-4-ENT-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-benzylamino-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine.

Similarly, by reacting 4-forbindelsen

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(4-what up 2-(pyridin-3-yl)-4-(4-forbindelsen)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(4-forbindelsen)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(p is o-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d is xazal-5-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(4-forbindelsen)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4 is to obtain 2-(pyrazin-2-yl)-4-(4-forbindelsen)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(4-forbindelsen)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridinylamino get 2-(pyridin-2-yl)-4-(4-forbindelsen)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(4-forbindelsen)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(perilin-4-yl)-4-(4-forbindelsen)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(Piri what rimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(4-forbindelsen)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine.

Similarly, by reacting 3,4-dichloraniline

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-5,6-cycloheptene-thieno-[2, the laminitis)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-dichloraniline)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] ENT-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-5-chloro-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-dichloraniline)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine Posin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-dichloraniline)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dipyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-dichloraniline)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-dichloraniline)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] is nelogicno by reacting 3-nitrobenzylamine

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridi Idina get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3-nitrobenzylamine)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-METI/BR> with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3-nitrobenzylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pirimir-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3-nitrobenzylamine)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl-5-4-(3-nitrobenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidinyl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3-nitrobenzylamine)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(peridinin-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3-nitrobenzylamine)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine.

Similarly, by reacting 3,4-methylenedioxyphenethylamine

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridine-,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-teno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine is thylamino)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-Metronom get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-is 4-(3,4-methylenedioxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-College,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine is phenethylamine)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-methylenedioxyphenethylamine)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Similarly, by reacting 3,4-ethylenedioxythiophene

with 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-no gain 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-(3,4-ethylenedioxythiophene)-5,6-dimethyl-thieno-[2,3-d] -pyrimido is anselmino)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-5-chloro-is-5-yl)-4-(3,4-ethylenedioxythiophene)-6-nitro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-(3,4-ethylenedioxythiophene)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-ethyl-thieno-[2 is dibenzylamino)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cyclopentane-thieno-[2,3-d]-pyrimid is benzylamino)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-(3,4-ethylenedioxythiophene)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1]-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-6-ethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-6-chloro-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-(3,4-ethylenedioxythiophene)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Anal is 2-(pyridin-3-yl)-4-phenethylamine-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-3-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-3-yl)-4-phenethylamine-5,6-dimethyl-thieno-[2,3-d]-pyrimido iformity-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-ethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-chloro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-6-chlorothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethyl is 2-(isoxazol-5-yl)-4-phenethylamine-5,6-dimethyl-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(isoxazol-5-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(isoxazol-5-yl)-4-phenethylamine-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6,7,8-tetrahydro-[1]-benzo-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-6-chloro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5-chloro-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-5-chloro-6-methyl-thieno the but-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyrazin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyrazin-2-yl)-4-phenethylamine-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-5,6-cyclopentane-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-6-ethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-chloro-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-6-chloro-thieno-[2,3-d]-pirimor-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-2-yl)-6-trifluoromethyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-2-yl)-4-phenethylamine-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-methyl-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-5-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6,7,8-tetrahydro-[1] -benzo-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-5,6-cyclopentane-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-cycloheptene-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-5,6-cycloheptene-thieno-[2,3-d] -pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-ethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-6-ethyl-thieno-[2,3-d]-PR-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-5-chloro-6-methyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-nitro-thieno-[2,3-d] -pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-6-nitro-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-5,6-dimethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-5,6-dimethyl-thieno-[2,3-d]-pyrimidine;

with 4-chloro-2-(pyridin-4-yl)-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine get 2-(pyridin-4-yl)-4-phenethylamine-6-trifluoromethyl-thieno-[2,3-d]-pyrimidine.

Example 5.

A solution of 2-(imidazol-1-yl)-6-methyl-4-(3-nitrobenzylamine)-thieno-[2,3-d] -pyrimidine in methanol hydronaut in the presence of a catalyst of Raney Nickel. The catalyst is filtered off and the solution concentrated. After recrystallization get 2-(imidazol-1-yl)-6-methyl-4-(3-aminobenzoylamino)-thieno-[2,3-d]-pyrimidine.

Example 6.

To a solution of 6 g of 2-(imidazol-1-yl)-6-methyl-4-(3-aminobenzoylamino)-thieno-[2,3-d]-pyrimidine and 0.5 g of titanium tetrachloride in 100 ml of methanol was added 1 ml of fresh acetaldehyde. Then add 4 g of lamborginid sodium and stirred for 30 hours. Add policecontributing hydrochloric acid, treated, ka is 7.

Analogously to example 2 given the following connections:

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-(3,4-diferentiating)-[1] -benzothieno-[2,3-d]-pyrimidine, the yield point of 212oC;

2-(imidazol-1-yl)-5,6-cyclopentane-4-benzylamino-thieno-[2,3-d] -pyrimidine, the yield point of 221oC;

2-(imidazol-1-yl)-6-methyl-4-benzylamino-thieno-[2,3-d] -pyrimidine, the yield point of 241oC;

2-(imidazol-1-yl)-6-methyl-4-(3,4-dimethoxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 217oC;

2-(imidazol-1-yl)-6-chloro-5-methyl-4-(3,4-methylendioxy-benzylamino)-thieno-[2,3-d]-pyrimidine, the yield point of 250oC;

2-(imidazol-1-yl)-5,6,7,8-tetrahydro-4-benzylamino-[1] -benzothieno-[2,3-d]-pyrimidine, the yield point of 190oC;

2-(1,2,4-triazole-1-yl)-6-ethyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 231oC;

2-(imidazol-1-yl)-6-isopropyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 192oC;

2-(imidazol-1-yl)-6-propyl-4-(3,4-methylenedioxyphenethylamine)-thieno-[2,3-d]-pyrimidine, the yield point of 183oC.

Was determined the pharmacological activity proposed according to the invention of compounds in relation to inhibition of phosphodiesterase V

S Biol., 61, 1158-65.

Received pharmacological data presented in the table below, which shows the values of the radicals investigated compounds, volume IC50the melting temperature and the number of the example of the description that mentions such compounds.

When studying the activity was determined by the value of the IC50in Ámol/liter, corresponding to a 50% increase inhibition phosphodiesterase V some of the most characteristic compounds of General formula I. the Obtained data are given in the table.

The following examples relate to pharmaceutical preparations.

Example A. Injectable ampoules.

A solution of 100 g of the active substance of the formula I and 5 g of dinitrigenoxide in 3 l of double-distilled water using 2 N. hydrochloric acid adjusted to pH 6.5, sterile filtered, filled into injection vials, lyophilized in sterile sterile conditions and closed. Each injection vial contains 5 mg of active substance.

Example Century. Suppositories.

A mixture of 20 g of the active substance of the formula I with 100 g of soya lecithin and 1400 g of cocoa butter is melted, cast into molds and cooled. Each suppository contains 20 mg of active substance.

Oh, 28,48 g Na2HPO412H2O and 0.1 g of benzylaniline in 940 ml of double-distilled water. Set the pH value of 6.8, add up to 1 l and sterilized by irradiation. This solution can be used in the form of eye drops.

Example D Ointment.

Mix 500 mg of active substance of the formula I with 99.5 g of vaseline under aseptic conditions.

The Example That Is Tablet.

Of a mixture of 1 kg of active substance of the formula I, 4 kg of lactose, 1.2 kg of potato starch, 0.2 kg of talc and 0.1 kg of magnesium stearate in the usual way pressed tablets such that each tablet contains 10 mg of active substance.

Example F. Bean.

Analogously to example E is pressed tablets, which are then the usual way is covered with a layer of sucrose, potato starch, talc, tragant and dye.

Example G. Capsules.

2 kg of active substance of the formula I filled in the usual manner capsules of hard gelatin, so that each capsule contains 20 mg of active substance.

Example N. Ampoules.

A solution of 1 kg of active substance of the formula I in 60 l of double-distilled water sterile filtered under sterile conditions lyophilized and sterile closed. Each am the substances of the formula I are dissolved in 10 l of isotonic NaCl solution and fill with a solution of ordinary spray containers with a pump mechanism. The solution can be injected into the mouth or nose. One injection (about 0.1 ml) corresponds to a dose of approximately 0,14 mg

1. The compounds of formula I

< / BR>
where R1, R2independently of one another denote H, a or Hal, and one of the residues R1or R2always is not H;

R1and R2together represent alkylene with 3-5 carbon atoms;

R3, R4independently of one another denote H, OA or Hal;

R3and R4together denote also-O-CH2-O - or-O-CH2-CH2-O-;

And denotes alkyl with 1 to 6 atoms of carbon;

X denotes 1-imidazolyl, 2-methyl-imidazolyl, pyrazolyl, 1,2,4-triazolyl-1-yl or 3-pyridyl;

Hal denotes F, Cl, Br or J;

n denotes 1,

provided that if R1, R2independently of one another denote H, a or Hal, and one of the residues R1or R2does not denote H, R3and R4not denote H,

and their physiologically acceptable salts.

2. The compounds of formula I on p. 1, representing (a) 2-(1-imidazolyl)-6-methyl-4-(3,4-methylendioxy-Ben-thylamino)-thieno-[2,3-d]-pyrimidine; (b) 2-(1-imidazolyl)-5,6-dimethyl-4-(3,4-methylendioxy-benzylamino)-thieno-[2,3-d] -pyrimidine; (C) 2-(1-imidazolyl)-4-(3,deoxy-benzylamino)-thieno-[2,3-d] -pyrimidine; (d) 2-(1-imidazolyl)-6-chloro-4-(3,4-methylendioxy-benzylamino)-thieno-[2,3-d]-pyrimidine; 2-(1,2,4-triazole-1-yl)-4-(3,4-methylendioxy-benzylamino) -5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d]-pyrimidine; (W) 2-(pyrazole-1-yl)-4-(3,4-methylendioxy-benzylamino)-5,6,7,8-tetrahydro-[1] -benzothieno-[2,3-d] -pyrimidine; (C) 2-(pyridine-3-yl)-4-(3,4-methylendioxy-benzylamino)-5,6,7,8-tetrahydro-[1]-benzothieno-[2,3-d]-pyrimidine.

3. The method of obtaining compounds of formula I on p. 1, and their salts, in which X is connected through N, wherein the compound of formula II

< / BR>
where R1, R2, R3, R4and n have the meanings specified in paragraph 1;

L denotes CL, Br, IT, S3or reactive esterified HE group

subjected to interaction with the imidazole, 2-methylimidazole, pyrazole 1,2,4-triazole, followed, where appropriate, processing the received primary connection acid to obtain the corresponding physiologically acceptable salts.

4. The method of obtaining compounds of formula I on p. 1, and their salts, in which X is bound via C, characterized in that the compound of formula III

< / BR>
where R1, R2and X have the meanings specified in paragraph 1;

L denotes CL, Br, IT, S3or reaction-sposob>3, R4and n have the meanings specified in paragraph 1,

followed, if necessary, processing the received primary connection acid to obtain the corresponding physiologically acceptable salts.

5. The method of obtaining pharmaceutical compositions having the properties of an inhibitor of phosphodiesterase V in the form of a suitable form of dosing, characterized in that the compound of formula I under item 1 and/or one of its physiologically acceptable salts together with at least one solid, liquid or semi-liquid carrier or auxiliary substance result in a suitable dosage form.

6. Pharmaceutical composition having the properties of an inhibitor of phosphodiesterase V in the form of a suitable form of dosing, characterized in that it contains at least one compound of formula I under item 1 and/or one of its physiologically acceptable salts.

7. The compounds of formula I under item 1 and/or their physiologically acceptable salts as inhibitors of phosphodiesterase V

8. The compounds of formula I under item 1 and/or their physiologically acceptable salts for pharmaceutical compositions.

 

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