PROCESS FOR THE RESOLUTION OF RACEMIC (±)-10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ[B,F]AZEPINE-5-CARBOXAMIDE

A process for resolving racemic (±)-10,l l-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5- carboxamide comprising reacting (±)-10,l l-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5- carboxamide with S-ibuprofen or a pharmaceutically acceptable salt thereof to form a mixture of the SS and SR diastereomer est...

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Bibliographische Detailangaben
Hauptverfasser:	CRASTA, SANTOSH RICHARD FREDRIC, BHANU, MANJUNATH NARAYAN, JOSHI, ASHUTOSH VIJAY
Format:	Patent
Sprache:	eng ; fre
Schlagworte:	APPARATUS THEREFOR CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY CHEMISTRY GENERAL METHODS OF ORGANIC CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PERFORMING OPERATIONS PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES THEIR RELEVANT APPARATUS TRANSPORTING
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Beschreibung
Zusammenfassung:	A process for resolving racemic (±)-10,l l-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5- carboxamide comprising reacting (±)-10,l l-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5- carboxamide with S-ibuprofen or a pharmaceutically acceptable salt thereof to form a mixture of the SS and SR diastereomer esters of 10,l l-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5- carboxamide, followed by separating the SS-ibuprofen ester from the SR ibuprofen ester, and removal of the S-ibuprofen moiety to form S-(+)-10,l l-dihydro-10-hydroxy-5H- dibenz[b,f]azepine-5-carboxamide with a chiral purity greater than 90%. L'invention concerne un procédé permettant de résoudre racémique (±)-10,11-dihydro -10-hydroxy -5 h-dibenz / b, f / azépine -5-carboxamide consistant notamment à faire réagir (±)-10,11-dihydro -10-hydroxy -5 h-dibenz / b, f / azépine -5-carboxamide avec S-ibuprofène ou un sel pharmaceutiquement acceptable de celui-ci pour former un mélange SS et SR diastéréomère esters de 10,l l-dihydro-10-hydroxy-5H-dibenz[b,f]azépine-5- carboxamide, puis à séparer le SS-ibuprofène ester du SR ibuprofène ester, et à évacuer la fraction du S-ibuprofène pour former S-(+)-10,l l-dihydro-10-hydroxy-5h- dibenz[b,f]azépine-5-carboxamide d'une pureté chirale dépassant 90%.