N-(5-ACETYL-2-FLUOROPHENYL)-N-METHYLACETAMIDE, METHOD OF PRODUCING N-[5-(3-DIMETHYLAMINO-ACRYLOYL)-2-FLUOROPHENYL]-N-METHYLACETAMIDE AND METHOD OF PRODUCING N-{2-FLUORO-5-[3-THIOPHENE-2-CARBONYL-PYRAZOLO[1,5-a]PYRIMIDIN-7-YL]PHENYL}-N-METHYLACETAMIDE

摘要

FIELD: chemistry.SUBSTANCE: invention relates to a method of producing N-[5-(3-dimethylamino-acryloyl)-2-fluorophenyl]-N-methylacetamide of formula(I). The method is realised by reacting N-(5-acetyl-2-fluorophenyl)-N-methylacetamide of formula(VI) with excess N,N-dimethylformamide dimethylacetal (NNDMF-DMA) in the presence of a nonpolar solvent at temperature of 70-90°C. The invention discloses a method of producing a N-{2-fluoro-5-[3-(thiophene)-2-carbonyl-pyrazolo[1,5-a]pyrimidin-7-yl]phenyl}-N-methylacetamide compound of formula(II), which involves methylation of N-(5-acetyl-2-fluorophenyl)-acetamide at temperature of 15-50°C, reacting the obtained compound of formula (VI) with NNDMF-DMA, and reacting the obtained compound of formula (I) with (5-amino-1H-pyrazol-4-yl)thiophen-2-yl-methanone in glacial acetic acid at temperature of 60-90°C in the presence of an aliphatic alcohol. The invention also relates to an intermediate compound of formula (VI).EFFECT: improved method of producing a compound which is an intermediate compound in synthesis of compounds with affinity for the GABAreceptor.