Synthesis of 2-amino-imidazo[4,5-b]pyridines

Adam J. Rosenberg; Theresa M. Williams; Abraham J. Jordan; Daniel A. Clark

doi:10.1039/C3OB40413G

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Organic & Biomolecular Chemistry

Issue 18, 2013

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Synthesis of 2-amino-imidazo[4,5-b]pyridines

Adam J. Rosenberg,^a Theresa M. Williams,^a Abraham J. Jordan^b and Daniel A. Clark*^a

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Department of Chemistry, 1-014 Center for Science and Technology, Syracuse University, Syracuse, USA
E-mail: daclar01@syr.edu ;
Fax: +1 315-443-4070 ;
Tel: +1 315-443-2127

Department of Chemistry, 303 Maury-Brooke Hall, Virginia Military Institute, Lexington, USA

Org. Biomol. Chem., 2013,11, 3064-3072

DOI: 10.1039/C3OB40413G
Received 27 Feb 2013, Accepted 14 Mar 2013
First published online 14 Mar 2013

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Abstract
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The C2 amination of imidazo[4,5-b]pyridines was accomplished through C2 halogenation followed by substitution (S_NAr) with functionalized primary and secondary amines. This regioselective sequence is operationally simple and provides an easy access to derivatives of protected imidazo[4,5-b]pyridines.

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