Friedländer synthesis of the food carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine

Acta Chem Scand (Cph). 1995 May;49(5):361-3. doi: 10.3891/acta.chem.scand.49-0361.

Abstract

2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine has been prepared in 26% yield from 3-amino-2-phenylpropenal and creatinine which were heated with N,O-bis(trimethylsilyl)acetamide at 120 degrees C for 2 h. Under certain other conditions, the main product was a pyrimidine derivative.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carcinogens / chemical synthesis*
  • Ethylmorphine / analogs & derivatives*
  • Ethylmorphine / chemical synthesis
  • Ethylmorphine / chemistry
  • Food*
  • Glucuronates / chemical synthesis*
  • Glucuronates / chemistry
  • Hot Temperature
  • Imidazoles / chemical synthesis*
  • Molecular Structure

Substances

  • Carcinogens
  • Glucuronates
  • Imidazoles
  • ethylmorphine-6-glucuronide
  • 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine
  • Ethylmorphine