Synlett
DOI: 10.1055/s-0036-1590836
letter
© Georg Thieme Verlag Stuttgart · New York

An Efficient and Practical Process for the Synthesis of Glimepiride

Dinesh Kumar Tanwar, Vaghela Ravikumar Surendrabhai, Manjinder Singh Gill*
  • Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab-160062, India   Email: msingh@niper.ac.in
Further Information

Publication History

Received: 11 May 2017

Accepted after revision: 20 June 2017

Publication Date:
17 August 2017 (eFirst)

Abstract

A novel and simple approach to the synthesis of glimepiride is reported. It involves the preparation of a carbamate of 3-ethyl-4-methyl-1H-pyrrol-2(5H)-one, followed by its reaction with 4-(2-aminoethyl)benzenesulfonamide to produce the intermediate sulfonamide. This sulfonamide, upon reaction with phenyl (trans-4-methylcyclohexyl)carbamate, gave glimepiride. This process avoids the use of phosgene, isocyanates, or chloroformates. Furthermore, sulfonation of the aryl group was eliminated, rendering the product free of the impurities reported in earlier processes.

Supporting Information