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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Hauptverfasser: CRASTA, SANTOSH RICHARD FREDRIC, BHANU, MANJUNATH NARAYAN, JOSHI, ASHUTOSH VIJAY
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creator CRASTA, SANTOSH RICHARD FREDRIC
BHANU, MANJUNATH NARAYAN
JOSHI, ASHUTOSH VIJAY
description 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%.
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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%.</abstract><oa>free_for_read</oa></addata></record>
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subjects 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
title PROCESS FOR THE RESOLUTION OF RACEMIC (±)-10,11-DIHYDRO-10-HYDROXY-5H-DIBENZ[B,F]AZEPINE-5-CARBOXAMIDE
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