2. Academic Validation
  3. Palladium-catalyzed chemoselective monoarylation of hydrazides for the synthesis of [1,2,4]triazolo[4,3-a]pyridines

Palladium-catalyzed chemoselective monoarylation of hydrazides for the synthesis of [1,2,4]triazolo[4,3-a]pyridines

  • Org Lett. 2010 Feb 19;12(4):792-5. doi: 10.1021/ol902868q.
Andreas Reichelt 1,  James R Falsey,  Robert M Rzasa,  Oliver R Thiel,  Michal M Achmatowicz,  Robert D Larsen,  Dawei Zhang
Affiliations

Affiliation

  • 1 Department of Medicinal Chemistry, Amgen, Inc., One Amgen Center Drive, Thousand Oaks, California 91320-1799, USA. andreas.reichelt@amgen.com
PMID: 20099864 DOI: 10.1021/ol902868q
Abstract

An efficient and convenient method for the synthesis of [1,2,4]triazolo[4,3-a]pyridines was exemplified by the synthesis of 20 analogues bearing a variety of substituents at the 3-position. The methodology involves a palladium-catalyzed addition of hydrazides to 2-chloropyridine, which occurs chemoselectively at the terminal nitrogen atom of the hydrazide, followed by dehydration in acetic acid under microwave irradiation.

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