Issue 18, 2013
From the journal:

Organic & Biomolecular Chemistry

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

Adam J. Rosenberg,a   Theresa M. Williams,a   Abraham J. Jordanb  and  Daniel A. Clark*a  

* Corresponding authors

a Department of Chemistry, 1-014 Center for Science and Technology, Syracuse University, Syracuse, New York 13244, USA
E-mail: daclar01@syr.edu
Fax: +1 315-443-4070
Tel: +1 315-443-2127

b Department of Chemistry, 303 Maury-Brooke Hall, Virginia Military Institute, Lexington, Virginia 24450, USA

Abstract

The C2 amination of imidazo[4,5-b]pyridines was accomplished through C2 halogenation followed by substitution (SNAr) 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.

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

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Article information

DOI
https://doi.org/10.1039/C3OB40413G
Article type
Paper
Submitted
27 Feb 2013
Accepted
14 Mar 2013
First published
14 Mar 2013

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

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

A. J. Rosenberg, T. M. Williams, A. J. Jordan and D. A. Clark, Org. Biomol. Chem., 2013, 11, 3064 DOI: 10.1039/C3OB40413G

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