Chemical & Pharmaceutical Bulletin 2004-04-01

Preparation of Weinreb amides using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM).

Kazuhito Hioki, Hiroko Kobayashi, Rumi Ohkihara, Shohei Tani, Munetaka Kunishima

Index: Chem. Pharm. Bull. 52(4) , 470-2, (2004)

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Abstract

Weinreb amides were successfully prepared from the corresponding carboxylic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) in the solvents, methanol, isopropyl alcohol, and acetonitrile, which can solubilize DMT-MM. A variety of carboxylic acids were converted to the corresponding Weinreb amides in excellent yields by simply mixing with DMT-MM and N,O-dimethylhydroxylamine hydrochloride.