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J Org Chem. 2014 Mar 7;79(5):2274-80. doi: 10.1021/jo402693s. Epub 2014 Feb 18.

2-Aminopyridines via reaction of pyridine N-oxides and activated isocyanides.

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1
Cell Death & Survival Networks Program and Conrad Prebys Center for Chemical Genomics, Sanford-Burnham Medical Research Institute , 10901 North Torrey Pines Road, La Jolla, California 92037, United States.

Abstract

A practical and efficient method for the synthesis of substituted 2-aminopyridines from pyridine N-oxides is reported. Yields of purified, isolated products of up to 84% are observed for the one-pot, two-step process. The reaction involves an in situ deprotection of an isolable N-formylaminopyridine intermediate and facilitates the synthesis of 2-aminopyridines for which other methods fail.

PMID:
24490824
PMCID:
PMC4374735
DOI:
10.1021/jo402693s
[Indexed for MEDLINE]
Free PMC Article
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