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Rapid Synthesis of 3-amino-imidazopyridines by a Microwave-Assisted Four-Component Coupling in One Pot

Erin F Dimauro, Joseph M Kennedy

J Org Chem. 2007 Feb 2;72(3):1013-6.

PMID: 17253825

Abstract:

The rapid and efficient synthesis of various 2,6-disubstituted-3-amino-imidazopyridines using a microwave-assisted one-pot cyclization/Suzuki coupling approach is described. The utility of a 2-aminopyridine-5-boronic acid pinacol ester as a robust and versatile building block for the synthesis of diverse compound libraries is emphasized. The boronate functional group is remarkably tolerant to the Lewis acid catalyzed cyclizations, and the subsequent Pd(0)-catalyzed Suzuki coupling reactions proceed cleanly in the presence of magnesium salts. This work highlights the vast potential of microwave-assisted, metal-catalyzed, multicomponent reactions.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP827614642 2-Aminopyridine-5-boronic acid pinacol ester 2-Aminopyridine-5-boronic acid pinacol ester 827614-64-2 Price
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