Fully automated continuous flow synthesis of highly functionalized imidazo[1,2-a] heterocycles

Org Lett. 2010 Feb 5;12(3):412-5. doi: 10.1021/ol902433a.

Abstract

The first continuous flow synthesis of imidazo[1,2-a]pyridine-2-carboxylic acids directly from 2-aminopyridines and bromopyruvic acid has been developed, representing a significant advance over the corresponding in-flask method. The process was applied to the multistep synthesis of imidazo[1,2-a]pyridine-2-carboxamides, including a Mur ligase inhibitor, using a two microreactor, multistep continuous flow process without isolation of intermediates.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / chemistry
  • Combinatorial Chemistry Techniques*
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry

Substances

  • Carboxylic Acids
  • Imidazoles
  • Pyridines