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Note | Regular issue | Vol 48, No. 3, 1998, pp.555-560
Published online, 1st January, 1970
DOI: 10.3987/COM-97-8090
Synthesis of 2-Trifluoromethyl-2,3,4,5-tetrahydro-1H-3-benzazepine Derivatives

Masami Kawase,* Masayuki Niwa, Masakatsu Nozaki, and Noboru Motohashi

*Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japana

Abstract

2-Trifluoromethyl-3-benzazepines (6 and 8) were efficiently prepared from 1,2,3,4-tetrahydro-1-hydroxymethylisoquinoline (3) via ring expansion, utilizing a ring closure/ring opening strategy. Introduction of the trifluoromethyl group at 2-position in 7,8-dihydroxy-3-benzazepine (9) resulted in showing no affinity to dopamine D1 and D2 receptors.