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Paper | Regular issue | Vol 63, No. 5, 2004, pp.1113-1122
Published online, 26th March, 2004
DOI: 10.3987/COM-04-10025
A New Synthetic Route to YM087, an Arginine Vasopressin Antagonist

Takashi Tsunoda,* Akihiro Tanaka, Toshiyasu Mase, and Shuichi Sakamoto

*Yamanouchi Pharmaceutical Co., Ltd., Chemical Technology Labs., Yamanouchi Pharmaceutical Co., Ltd., 160-2, Akahama, Takahagi-shi, Ibaraki, Japan

Abstract

A new synthesis of N-{4-[(2-methyl-4,5-dihydroimidazo[4,5-d][1]benzazepin-6(1H)-yl)carbonyl]phenyl}biphenyl-2-carboxamide monohydrochloride (1, YM087) via new imidazobenzazepine intermediates is described. This method remarkably improves the overall yield of 1 compared to the original synthesis providing a more safe, reliable and cost-efficient approach to 1.