886367-24-4Relevant articles and documents
A method of preparing intermediates (Evacetrapib) according to fills Qu Pi
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Paragraph 0035; 0036, (2016/10/08)
The invention belongs to the field of drug synthesis, and particularly relates to a method for synthesizing an important intermediate 7, 9-dimethyl-2, 3, 4, 5-tetrahydro-1H-1-benzo-azepine-5-one of cholesteryl ester transfer protein (CETP) inhibitor evace
Synthesis of Methyl 7,9-Dimethyl-5-oxo-2,3,4,5-tetrahydro-1 H -benzo[ b ]azepine-1-carboxylate and Its Analogues
Vaid, Radhe K.,Boini, Sathish K.,Alt, Charles A.,Spitler, Jeremy T.,Hadden, Chad E.,Frank, Scott A.,Moher, Eric D.
, p. 2463 - 2470 (2014/11/08)
A high-yielding five-step synthesis of the title compound, methyl 7,9-dimethyl-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carboxylate, starting from 2,4-dimethylaniline was developed. This synthesis involved N-alkylation of 2,4-dimethylaniline with ethyl 4-bromobutyrate to obtain ethyl 4-[(2,4-dimethylphenyl)amino]butanoate. Carbamoylation of the latter followed by hydrolysis of the resulting ester provided 4-[(2,4-dimethylphenyl) (methoxycarbonyl)amino]butanoic acid. Activation of the carboxylic acid using thionyl chloride followed by intramolecular cyclization via a Friedel-Crafts reaction using aluminum trichloride provided the title compound in good yield. Analogues of the title compound were also prepared similarly. Georg Thieme Verlag Stuttgart New York.