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2‐Benzazepines. 7. Synthesis of pyrimido[5,4‐ d ][2]benzazepines
Author(s) -
Earley James V.,
Fryer R. Ian,
Gilman Norman W.
Publication year - 1983
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570200512
Subject(s) - benzazepines , chemistry , benzazepine , pyrimidine , stereochemistry , ring (chemistry) , combinatorial chemistry , organic chemistry
Two novel syntheses of pyrimido[5,4‐ d ][2]benzazepines are described. The first synthesis started with 3‐phenylphthalide which in three steps was converted to a functionalized pyrimidine which was cyclized to give the 2‐benzazepine ring system. The second approach used o ‐benzoylbenzoic acid methyl ester as the starting material, which in four steps was converted to a functionalized pyrimidine which was cyclized to give a 2‐benzazepine. Pyrimido[5,4‐ d ][2]benzazepines have been found to have activity in standard central nervous system (CNS) pharmacological tests.