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Improved Process For Producing Darifenacin

Abstract: The present invention discloses an improved process for producing darifenacin, the process comprising decarboxylating (2S,4R)-4-hydroxy-2-pyrrolidine carboxylic acid followed by in situ tosylation to give l-tosyl-3-(R)-(-)-hydroxypyrrolidine, tosylating the l-tosyl-3-(R)-(-)-hydroxypyrrolidine with methyl-p-toluenesuolphonate to give l-tosyl-3- (S)-(-)-tosyloxy pyrrolidine, reacting l-tosyl-3-(S)-(-)-tosyloxy pyrrolidine with diphenyl acetonitrile in presence of a base to give 3-(S)-(+)-(l-cyano-l,l-diphenylmethyl)-l- tosy lpyrrolidine, de-protecting 3-(S)-(+)-( 1 -cyano-1,1 -diphenylmethyl)-1 - tosylpyrrolidine in the presence of phenol in acidic medium to give 3-(S)-(+)-(l-cyano-1,1 -diphenylmethyl) pyrrolidine, hydrolyzing 3-(S)-(+)-( 1 -cyano-1,1 -diphenylmethyl) pyrrolidine followed by salt formation to obtain 3-(S)-(+)-( 1 -carbamoyl-!, 1 -diphenylmethyl)pyrroIidine.L-(+)-tartrate, condensing 3-(S)-(+)-(l-carbamoyl-1,l-diphenylmethyl)pyrrolidine-L(+)-tartrate with 5-(2-bromoethyl)-2,3-dihydroben2ofuran employing a base in a solvent to give darifenacin .

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
17 March 2008
Publication Number
39/2009
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application

Applicants

MATRIX LABORATORIES LIMITED
1-1-151/1, 4TH FLOOR, SAI RAM TOWERS, ALEXANDER ROAD, SECUNDERABAD-500 003, ANDHRA PRADESH, INDIA.

Inventors

1. MATRIX LABORATORIES LIMITED
C/O MATRIX LABORATORIES LIMITED, PLOT NO. 34, A, ANRICH INDUSTRIAL ESTATE, BOLLARAM, JINNARAM MANDAL-502 325, MEDAK DIST, ANDHRA PRADESH, INDIA.
2. RAY, PURNA CHANDRA
C/O MATRIX LABORATORIES LIMITED, PLOT NO. 34, A, ANRICH INDUSTRIAL ESTATE, BOLLARAM, JINNARAM MANDAL-502 325, MEDAK DIST, ANDHRA PRADESH, INDIA.
3. CHAUHAN, YOGENDHRA KUMAR
C/O MATRIX LABORATORIES LIMITED, PLOT NO. 34, A, ANRICH INDUSTRIAL ESTATE, BOLLARAM, JINNARAM MANDAL-502 325, MEDAK DIST, ANDHRA PRADESH, INDIA.
4. RAO, K. BABU
C/O MATRIX LABORATORIES LIMITED, PLOT NO. 34, A, ANRICH INDUSTRIAL ESTATE, BOLLARAM, JINNARAM MANDAL-502 325, MEDAK DIST, ANDHRA PRADESH, INDIA.
5. REDDY N. MAHHANDER
C/O MATRIX LABORATORIES LIMITED, PLOT NO. 34, A, ANRICH INDUSTRIAL ESTATE, BOLLARAM, JINNARAM MANDAL-502 325, MEDAK DIST, ANDHRA PRADESH, INDIA.
6. REDDY, D. SIVA PRASAD
C/O MATRIX LABORATORIES LIMITED, PLOT NO. 34, A, ANRICH INDUSTRIAL ESTATE, BOLLARAM, JINNARAM MANDAL-502 325, MEDAK DIST, ANDHRA PRADESH, INDIA.

Specification

Documents

Application Documents

# Name Date
1 662-CHE-2008 CORRESPONDENCE OTHERS 19-10-2010.pdf 2010-10-19
2 662-CHE-2008 FORM-18 19-11-2010.pdf 2010-11-19
3 662-che-2008-form 5.pdf 2011-09-03
4 662-che-2008-form 3.pdf 2011-09-03
5 662-che-2008-form 26.pdf 2011-09-03
6 662-che-2008-form 1.pdf 2011-09-03
7 662-che-2008-drawings.pdf 2011-09-03
8 662-che-2008-description(provisional).pdf 2011-09-03
9 662-che-2008-correspondnece-others.pdf 2011-09-03
10 662-che-2008-abstract.pdf 2011-09-03
11 0662-che-2008 power of attorney.pdf 2011-09-03
12 0662-che-2008 form-5.pdf 2011-09-03
13 0662-che-2008 form-3.pdf 2011-09-03
14 0662-che-2008 form-2.pdf 2011-09-03
15 0662-che-2008 form-1.pdf 2011-09-03
16 0662-che-2008 description (provisional).pdf 2011-09-03
17 0662-che-2008 darwings.pdf 2011-09-03
18 0662-che-2008 correspondence-others.pdf 2011-09-03
19 662-CHE-2008 FORM-5 30-09-2013.pdf 2013-09-30
20 662-CHE-2008 FORM-2 30-09-2013.pdf 2013-09-30
21 662-CHE-2008 FORM-13 30-09-2013.pdf 2013-09-30
22 662-CHE-2008 FORM-1 30-09-2013.pdf 2013-09-30
23 662-CHE-2008 CORRESPONDENCE OTHERS 30-09-2013.pdf 2013-09-30
24 OTHERS [02-01-2016(online)].pdf 2016-01-02
25 Examination Report Reply Recieved [02-01-2016(online)].pdf 2016-01-02
26 Description(Complete) [02-01-2016(online)].pdf 2016-01-02
27 Claims [02-01-2016(online)].pdf 2016-01-02
28 Abstract [02-01-2016(online)].pdf 2016-01-02
29 662-CHE-2008_EXAMREPORT.pdf 2016-07-02