4.4 Article

A convenient route to functionalized 3-amino-N-methylfuro[3,2-b]pyridine-2-carboxamides

Journal

TETRAHEDRON
Volume 67, Issue 26, Pages 4767-4773

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.05.035

Keywords

Functionalized furo[3,2-b]pyridines; Ethyl 3-aminomethylfuro[3,2-b]pyridine-2-carboxylates; 3-Amino-N-methylfuro[3,2-b]pyridine-2-carboxamides; [6-Chloro-5-(2-ethoxy-2-oxoethoxy)pyridin-3-yl]benzoic acid; Heteroannulation

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The synthesis of novel functionalized 3-amino-N-methylfuro[3,2-b]pyridine-2-carboxamides is described from cyanopyridine intermediates. Based on the difference in halogen reactivity, ethyl [(5-bromo-2-chloropyridin-3-yl)oxy]acetate was functionalized by a palladium-catalyzed reaction, before the cyclization to the desired furo[3,2-b]pyridines. (C) 2011 Elsevier Ltd. All rights reserved.

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