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Communication | Regular issue | Vol 14, No. 6, 1980, pp.813-816
Published online, 1st January, 1970
DOI: 10.3987/R-1980-06-0813
Transformations in the Pyridine Series. A Simple Preparation of 3-Methyl-4-phenylpyridine and Corresponding 2-Carboxamides

Ernest A. Harrison, Jr., Kenner C. Rice,* and Michael E. Rogers

*Section of Medical Chemistry, Laboratory of Analytical Chemistry, NIDDK, National Institute of Health, Bethesda, MD 20982, U.S.A.

Abstract

A simple 3-step synthesis of 3-methyl-4-phenylpyridine (2), a key intermediate in the synthesis of several diverse types of potential pharmaceutical agents is reported. Conversion of this pyridine derivative, which is easily prepared on a large scale, to a number of the corresponding 2-carboxamides is described. Amide 5a of this series was active as a basic, nonsteroidal anti-inflammatory agent in the rat adjuvant arthritis test.