Palladium-Catalyzed Chemoselective Monoarylation of Hydrazides for the Synthesis of [1,2,4]Triazolo[4,3-a]pyridines
Andreas Reichelt*, James R. Falsey, Robert M. Rzasa, Oliver R. Thiel, Michal M. Achmatowicz, Robert D. Larsen and Dawei Zhang
*Departments of Medicinal Chemistry and Chemical Process
Research & Development, Amgen, Inc., One Amgen Center Drive, Thousand Oaks,
California 91320-1799, Email: andreas.reichelt
amgen.com
A. Reichelt, J. R. Falsey, R. M. Rzasa, O. R. Thiel, M. M. Achmatowicz, R. D. Larsen, D. Zhang, Org. Lett., 2010, 12, 792-795.
DOI: 10.1021/ol902868q
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Abstract
An efficient and convenient synthesis of [1,2,4]triazolo[4,3-a]pyridines 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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Key Words
1,2,4-triazolo[4,3-a]pyridines, microwave synthesis
ID: J54-Y2010-0480
