Process for the preparation of...

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2005-11-15

2010-12-28

Coleman, Brenda L (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C540S591000

Reexamination Certificate

active

07858780

ABSTRACT:
(S)-(+)-10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxyamide is prepared starting from racemic 5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine by phthaloylation, separation of the diastereomeric salts of the phthaloyl derivative with (S)-phenylethylamine, hydrolysis of the (S, S) salt to (S)-(+)-5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine and hydrolysis of the nitrile group of the latter to amido group, by treatment with peroxy compounds in alkali medium.

REFERENCES:
patent: 6384217 (2002-05-01), Atilio et al.
patent: 1 127 877 (2001-08-01), None
patent: 2004002230 (2004-11-01), None
patent: WO 02/096881 (2002-12-01), None
Database Beilstein [Online] Beilstein Institut zur Forderung der Chemischen Wissenschaften; XP002374960; Database accession No. 3620473, 3620675, Abstract & D. Kikelj et al.: Synth Commun. vol. 14, No. 6, 1984, pp. 547-556.
Benes et al., “Anticonvulsant and Sodium Channel-Blocking Properties of Novel 10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide Derivatives”, J Med Chem 42:2582-2587 (1999).

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