2-Benzazepines. 8. Zerovalent nickel mediated biaryl synthesis of an anxiolytic pyrimido [5, 4-d][2] benzazepine

…, B Schaer, FT Bizzarro, JB Cheung

Index: Coffen; Schaer; Bizzarro; Cheung Journal of Organic Chemistry, 1984 , vol. 49, # 2 p. 296 - 300

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Citation Number: 21

Abstract

9-Chloro-7-(2-chlorophenyl) pyrimido [5, 4-d][2] benzazepine, a potent anxiolytic agent, was synthesized in three steps from 4-chloro-5-methylpyrimidine and 2-iodo-2', 5- dichlorobenzophenon~ In the key step these materials were coupled in an unsymmetrical biaryl synthesis mediated with zerovalent nickel. The methyl group of the resulting product was brominated with NBS, and the seven-membered ring was closed with ammonia. ...