Synthesis of N-Substituted 3-Amino-2-pyridones

Org Lett. 2022 Aug 26;24(33):6133-6136. doi: 10.1021/acs.orglett.2c02189. Epub 2022 Aug 12.

Abstract

Pyridones are versatile building blocks in organic synthesis and a privileged motif in drug discovery. However, N-substituted 2-pyridones bearing an α-tertiary carbon, cyclopropyl, or heterocycle off of the pyridone nitrogen atom remain challenging to prepare. Herein, we describe the efficient synthesis of a large variety of N-substituted 2-pyridones from ethyl nitroacetate and readily available primary amine building blocks, which can be utilized on a large scale and in parallel medicinal chemistry applications.

MeSH terms

  • Amines*
  • Carbon
  • Chemistry Techniques, Synthetic
  • Chemistry, Pharmaceutical
  • Pyridones*

Substances

  • Amines
  • Pyridones
  • Carbon