Mild and Efficient DBU-Catalyzed Amidation of Cyanoacetates
Organic Letters2009Vol. 11(9), pp. 2003–2006
Citations Over TimeTop 10% of 2009 papers
Kristin E. Price, Claude Larrivee‐Aboussafy, Brett M. Lillie, Robert W. McLaughlin, Jason Mustakis, Kevin Hettenbach, Joel M. Hawkins, Rajappa Vaidyanathan
Abstract
A mild, high-yielding, and practical protocol for the direct amidation of alkyl cyanoacetates using DBU is presented. This method eliminates the need for activation of cyanoacetic acid and/or high temperatures. It has been applied to the large-scale synthesis of CP-690,550-10 (1), a compound under development for the treatment of autoimmune diseases.
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