Studies on Amino Acid Derivatives. IV. Synthesis of 3-Amino-2 (1H)-pyridone Derivatives Using 4-Ethoxymethylene-2-phenyl-5-oxazolone

Abstract

The reaction of 4-ethoxymethylene-2-phenyl-5-oxazolone (1) with 3-amino-2-butenoates (2a-2c) gave 1-substituted 3-benzamido-5-ethoxycarbonyl-6-methyl-2-(1H)-pyridones (4a-4c) in 56-77% yields. Similarly, compound 1 reacted with 3-amino-2-butenamides (3a and 3b) to yield 1-substituted 3-benzamido-5-carbamoyl-6-methyl-2 (1H)-pyridones (7a and 7b). In the reaction of compound 1 with arylaminobutenamides (3c and 3d), 5-carbamoyl-2 (1H)-pyridones (7c and 7d) and 5-cyano-2 (1H)-pyridones (8c and 8d) were obtained.