EP 1984352 A1 20081029 - A NOVEL PROCESS FOR PREPARATION OF ARIPIPRAZOLE AND ITS INTERMEDIATES
Title (en)
A NOVEL PROCESS FOR PREPARATION OF ARIPIPRAZOLE AND ITS INTERMEDIATES
Title (de)
NEUES VERFAHREN ZUR HERSTELLUNG VON ARIPIPRAZOL UND SEINEN ZWISCHENPRODUKTEN
Title (fr)
NOUVEAU PROCÉDÉ POUR LA PRÉPARATION D'ARIPIPRAZOLE ET DE SES INTERMÉDIAIRES
Publication
Application
Priority
- IN 2006000362 W 20060912
- IN 211MU2006 A 20060215
Abstract (en)
[origin: WO2007094009A1] A process for the preparation of 7-hydroxy-3,4-dihydro carbostyril (II) by intramolecular Fridel-Craft alkylation of N-(3-methoxyphenyl)-3-chloropropionamide (I) in which an equivalent of N-(3-methoxyphenyl)-3-chloropropionamide (I) is contacted with a Lewis acid (e.g. aluminium chloride) in dimethyl acetamide (DMA), at an elevated temperature of from about 120°C to about 160°C, is provided. The process produces 7-hydroxy-3,4- dihydro carbostyril (II) in high yield and a high state of purity such that it may be used in subsequent .reaction towards the preparation of aripiprazole (IV). Thus 7-hydroxy-3,4- dihydro carbostyril (II) was treated with l-bromo-4-chlorobutane under phase transfer catalyst (PTC) conditions using solvents like acetone or n-butanol at temperature ranging 25°C to 45°C to afford 7-(4-chlorobutoxy)-3,4-dihydro carbostyril (III). The PTC conditions described in this patent afford 7-(4-chlorobutoxy)-3,4-dihydro carbostyril (III) in high purity and high yield with the corresponding dimmer formation is considerably low as compared with the other literature methods of preparing 7-(4-chlorobutoxy)-3,4- dihydro carbostyril (III). Compound (III) was treated with l-(2,3-dichlorophenyl)piperazine, at temperature ranging from 50°C to 100°C, and sodium iodide, potassium carbonate, dimethyl formamide (DMF) as a solvent to afford aripiprazole in high purity and high yield.
IPC 8 full level
C07D 401/12 (2006.01)
CPC (source: EP)
C07D 215/227 (2013.01)
Citation (search report)
See references of WO 2007094009A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR
Designated extension state (EPC)
BA HR RS
DOCDB simple family (publication)
DOCDB simple family (application)
IN 2006000362 W 20060912; EP 06842751 A 20060912