The Application of a Continuous Grignard Reaction in the Preparation of Fluconazole

Abstract

The application of continuous methods in the synthesis of active pharmaceutical ingredients continues to receive significant attention in the academic as well as the industrial research communities. One of the major advantages of continuous methods is the ability to safely access kinetic synthons as well as highly reactive reagents that are typically unavailable through traditional batch methods. In this work, we report the high‐yielding, clean formation of an aryl‐turbo Grignard and its selective addition to a highly‐enolizable 1,3‐dichloroacetone, for the continuous synthesis of a key intermediate for fluconazole, a widely‐prescribed anti‐fungal agent. In addition, process optimization of the final API was also carried out to arrive at a semi‐continuous method to this essential medicine.

Document Details

Document Type
Pub Defense Publication
Publication Date
Nov 09, 2017
Source ID
10.1002/ejoc.201701002

Entities

People

  • B. Frank Gupton
  • Bimbisar K. Desai
  • Caleb J. Kong
  • Nakul S. Telang
  • Perrer N. Tosso
  • Saeed Ahmad
  • Somi Amir
  • Sudha Korwar
  • Swara Fadnis
  • Thomas D. Roper

Organizations

  • Defense Advanced Research Projects Agency
  • Virginia Commonwealth University

Tags

Fields of Study

  • Chemistry

Readers

  • Educational Psychology
  • Microbial Pathology
  • Nanocomposite Materials Science