CRF ligands via Suzuki and Negishi couplings of 3-pyridyl boronic acids or halides with 2-benzyloxy-4-chloro-3-nitropyridine

Bioorg Med Chem Lett. 2003 Jan 20;13(2):289-91. doi: 10.1016/s0960-894x(02)00835-1.

Abstract

A series of imidazo[4,5-b]pyridines with a 7-(3-pyridyl) substituent is described as high affinity CRF receptor ligands. Individual analogues were synthesized from key intermediates obtained via palladium-catalyzed coupling of 3-pyridyl zinc or boronic acid organometallic intermediates with 2-benzyloxy-4-chloro-3-nitropyridine 12.

MeSH terms

  • Animals
  • Boronic Acids / chemistry
  • Catalysis
  • Cerebral Cortex / drug effects
  • Cerebral Cortex / metabolism
  • Chemical Phenomena
  • Chemistry, Physical
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology*
  • In Vitro Techniques
  • Indicators and Reagents
  • Ligands
  • Palladium
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / pharmacology*
  • Rats
  • Receptors, Corticotropin-Releasing Hormone / drug effects*

Substances

  • 2-benzyloxy-4-chloro-3-nitropyridine
  • Boronic Acids
  • Imidazoles
  • Indicators and Reagents
  • Ligands
  • Pyridines
  • Receptors, Corticotropin-Releasing Hormone
  • Palladium