温和且高效的DBU催化氰基乙酸酯的酰胺化反应

Mild and efficient DBU-catalyzed amidation of cyanoacetates.

作者信息

Price Kristin E, Larrivée-Aboussafy Claude, Lillie Brett M, McLaughlin Robert W, Mustakis Jason, Hettenbach Kevin W, Hawkins Joel M, Vaidyanathan Rajappa

机构信息

Chemical Research and Development, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, USA.

出版信息

Org Lett. 2009 May 7;11(9):2003-6. doi: 10.1021/ol900435t.

DOI:10.1021/ol900435t

PMID:19341310

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.

摘要

本文介绍了一种使用DBU对氰基乙酸酯进行直接酰胺化的温和、高产率且实用的方法。该方法无需对氰基乙酸进行活化和/或高温处理。它已应用于CP-690,550-10（1）的大规模合成，CP-690,550-10（1）是一种正在开发用于治疗自身免疫性疾病的化合物。