Preparation of 5-(2-Methoxy-4-nitrophenyl) oxazole: A Key Intermediate for the Construction of VX-497

…, DJ Fairfax, H Meckler, JD Wilson

Index: Herr, R. Jason; Fairfax, David J.; Meckler, Harold; Wilson, Jeffrey D. Organic Process Research and Development, 2002 , vol. 6, # 5 p. 677 - 681

Full Text: HTML

Citation Number: 18

Abstract

A process for the multigram preparation of 5-(2-methoxy-4-nitrophenyl) oxazole, a key intermediate for the preparation of the hepatitis C drug candidate VX-497 (merimepodib), has been achieved in good yield from a commercially available dye. Early studies focused on the preparation of the requisite aldehyde by the Beech reaction. A second approach utilized a palladium (0)-catalyzed formylation of an aryl diazonium species, which was ...