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J Org Chem. 2022 Jan 10; doi: 10.1021/acs.joc.1c02483. Epub 2022 Jan 10.

One-Pot Synthesis of Substituted 2-Amino Isonicotinic Acids: Reminiscent of the Guareschi-Thorpe Condensation.

The Journal of organic chemistry

Xiangle Jin, Lidong Xing, Daniel Da Deng, Jun Yan, Yan Fu, Weitong Dong

Affiliations

  1. Center of Chemistry, Boehringer Ingelheim Shanghai Pharmaceuticals Co., Ltd., 1010 Longdong Avenue, Shanghai 201203, China.
  2. Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.

PMID: 35007065 DOI: 10.1021/acs.joc.1c02483

Abstract

This work describes a concise manner to make a wide variety of mono- or disubstituted 2-amino isonicotinic acids via the corresponding 2,4-dioxo-carboxylic acid ethyl esters and ethyl 3-amino-3-iminopropionate hydrochloride. The reaction likely proceeds through an

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