Synthesis of gefitinib from methyl 3-hydroxy-4-methoxy-benzoate

Molecules. 2007 Mar 28;12(3):673-8. doi: 10.3390/12030673.

Abstract

This paper reports a novel synthesis of gefitinib starting from methyl 3-hydroxy-4-methoxybenzoate. The process starts with alkylation of the starting material, followed by nitration, reduction, cyclization, chlorination and two successive amination reactions. The intermediates and target molecule were characterized by 1H-NMR, 13C-NMR, MS and the purities of all these compounds were determined by HPLC. This novel synthetic route produced overall yields as high as 37.4%.

Publication types

  • Retracted Publication

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Gefitinib
  • Hydroxybenzoates / chemistry*
  • Quinazolines / chemical synthesis*
  • Quinazolines / chemistry

Substances

  • Antineoplastic Agents
  • Hydroxybenzoates
  • Quinazolines
  • Gefitinib