Synthesis and Biological Evaluation of Some New Thienopyridine and Thienopyrimidine Derivatives

Reactions of 3-amino-2-(4-bromobenzoyl)-4-cyano-5-phenyl-aminothiophene (3a) or 2-acetyl-3-amino-4-cyano-5-phenylamino-thiophene (3b) with a variety of active methylene compounds, such as ethyl cyanoacetate, ethyl acetoacetate, ethyl benzoylacetate and diethyl malonate, yielded the corresponding thieno[3,2-b]pyridine-2-one derivatives (4a,b-7a,b). Also the reaction of (3a) or (3b) with formamide and formic acid, afforded the corresponding thieno[3,2-d]pyrimidine derivatives (8a,b). While the reaction of compound (3a) with phenyl isothiocyanate, yieldedthieno [3,2-b]pyrimidin-2-thione derivative (9).