A mild, catalyst-free synthesis of 2-aminopyridines

Bhaskar Poola; Wonken Choung; Michael H. Nantz

doi:10.1016/j.tet.2008.09.010

A mild, catalyst-free synthesis of 2-aminopyridines

Bhaskar Poola, Wonken Choung, Michael H. Nantz

Research output: Contribution to journal › Article

13 Scopus citations

Abstract

Alkylation of 2-mercaptopyridine with 1,2-dibromoethane affords a cyclic dihydrothiazolopyridinium salt that can serve as a precursor of 2-aminopyridines. Its reaction with primary or secondary amines, either neat or in DMSO, under mild conditions gives the title compounds.

Original language	English (US)
Pages (from-to)	10798-10801
Number of pages	4
Journal	Tetrahedron
Volume	64
Issue number	48
DOIs	https://doi.org/10.1016/j.tet.2008.09.010
State	Published - Nov 24 2008
Externally published	Yes

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Keywords

Aminopyridine
Heteroaryl amine
N-Alkyl pyridinium
Thiazolopyridinium

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Poola, B., Choung, W., & Nantz, M. H. (2008). A mild, catalyst-free synthesis of 2-aminopyridines. Tetrahedron, 64(48), 10798-10801. https://doi.org/10.1016/j.tet.2008.09.010

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AU - Choung, Wonken

AU - Nantz, Michael H.

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AB - Alkylation of 2-mercaptopyridine with 1,2-dibromoethane affords a cyclic dihydrothiazolopyridinium salt that can serve as a precursor of 2-aminopyridines. Its reaction with primary or secondary amines, either neat or in DMSO, under mild conditions gives the title compounds.

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KW - Heteroaryl amine

KW - N-Alkyl pyridinium

KW - Thiazolopyridinium

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Access to Document

10.1016/j.tet.2008.09.010