FIELD: organic chemistry. SUBSTANCE: product: substituted pyrrols of the general formula I (image), where R - hydrogen or hydroxide; R1 и R2 are together - a group of formula -(CH2)n and R7 - hydrogen or R1 и R7 are together - a group of formula -(CH2)n and R2 - hydrogen; R3 - naphtyl, phenyl (unsubstituted or substituted with halogen), C1-C4-alkoxy or CF3, benzo(b)-thienyl, benzofuranyl or 1-methyl-3-indolyl, unsubstituted or substituted at position 5 with halogen or C1-C4-alkoxy; R4, R5 и R6 hydrogen or C1-C4-alkoxy; R8- a group of formula (CH2)p-R9 or (CH2)q-R10; R9 - hydrogen, C1-C4-alkylcarbonyl, amino-C1-C4-alkylcarbonyl, cyano, amidino, phenoxycarbonyl, C1-C4-alkylsulfonyl, aminocarbonyl or aminothiocarbonyl; R10 - hydroxy, amino, mono-, di- or tri-C1-C4-alkylamino, acido, benzoylamino, C1-C4-alkanoylamino, C1-C4-alkoxycarbonylamino, isothiocyanato, C1-C4-alkylsulfonyloxy, C1-C4-alkyl-COO-, piperidino, amidinothio or 2-nitroguanidino; one of X and Y - 0-atom and other - 0 or (H,H)Z-group, CH or N-atom; m - a number from 0 to 3; n - a number 1 or 2, and p and q - from 0 to 2 at condition that m means 2 or 3 if Z - N-atom, or their pharmaceutically acceptable salts. Reagent 1: compound of the general formula II (image), where R1-R7, R8, Z and m - as indicated above. Reagent 2: ammonia or hexamethyldisilazane and methanol, or hydroxylamine. Reaction conditions: in the medium of inert organic solvent at temperature 100-150, 40-110 and 100 C, respectively. Reagent 3: lithiumaluminium hydride. Reaction conditions: in the medium of inert organic solvent at temperature from 0 C to boiling point with reflux condenser. Synthesized compounds are used as inhibitors of protein kinase. EFFECT: improved method of synthesis.
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Authors
Dates
1994-06-15—Published
1990-02-22—Filed