The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one

Abstract

3-Methyl-5-nitropyrimidin-4(3H)-one readily reacts with carbonyl compounds to produce three kinds of ring transformations. The nitropyrimidinone behaves as the synthetic equivalent of activated diformylamine affording 3,5-difunctionalized 4-pyridones, 4,5-disubstituted pyrimidines and functionalized 4-aminopyridines. It also behaves like α-nitro-formylacetic acid to give 5,6-disubstituted 3-nitro-2-pyridones.

Keywords

• Nitropyrimidinone
• ring transformation
• pyridone
• pyrimidine
• aminopyridine