5-取代氨基吡唑的固相合成

Solid-phase synthesis of 5-substituted amino pyrazoles.

作者信息

Dodd Dharmpal S, Martinez Rogelio L, Kamau Muthoni, Ruan Zheming, Van Kirk Katy, Cooper Christopher B, Hermsmeier Mark A, Traeger Sarah C, Poss Michael A

机构信息

Early Discovery Chemistry, Bristol-Myers Squibb Pharmaceutical Research Institute, P.O. Box 4000, Princeton, New Jersey 08543-4000, USA.

出版信息

J Comb Chem. 2005 Jul-Aug;7(4):584-8. doi: 10.1021/cc049814s.

DOI:10.1021/cc049814s

PMID:16004502

Abstract

An efficient method for the solid-supported synthesis of 5-N-alkylamino and 5-N-arylamino pyrazoles is described. This method is general and mild and utilizes readily accessible resin-immobilized beta-ketoamides 2 as starting materials for the preparation of 1. Resin-immobilized beta-ketoamide, aryl-, or alkylhydazine and Lawesson's reagent are suspended in a mixture of THF/Py and heated at 50-55 degrees C to give a resin-bound 5-aminopyrazole, that is liberated from the solid support by treatment with TFA.

摘要

描述了一种用于固相支持合成5-N-烷基氨基和5-N-芳基氨基吡唑的有效方法。该方法通用且温和，利用易于获得的树脂固定化β-酮酰胺2作为制备1的起始原料。将树脂固定化β-酮酰胺、芳基肼或烷基肼与劳森试剂悬浮于THF/Py混合物中，在50-55℃加热，得到树脂结合的5-氨基吡唑，通过用TFA处理将其从固相载体上释放出来。