Abstract: Atorvastatin calcium propylene glycol solvates and processes to prepare these novel solvates which are particularly useful and suitable for pharmaceutical applications.
Type:
Grant
Filed:
June 14, 2007
Date of Patent:
November 16, 2010
Assignee:
Apotex Pharmachem Inc.
Inventors:
K. S. Keshava Murthy, Yajun Zhao, Allan W. Rey, Daqing Che, David A. Stradiotto, Uma Kotipalli
Abstract: This invention provides a process for the preparation of S-Rivaroxaban and/or R-Rivaroxaban comprising reacting, in the presence of a first base, a compound of Formula 9: with a compound of Formula 8:
Abstract: A process is provided for preparing (R)-5-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-5-hydroxy-3-oxo-1-heptanoic acid, R-substituted ester 9 comprising: (a) reacting the aldehyde 1 with the enolate form of (S)-2-hydroxy-1,2,2-triphenylethyl acetate substituent in a chelating co-solvent; (b) hydrolysis of (R,S)-5-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-3-hydroxy-1-pentanoic acid, (S)-2-hydroxy-1,2,2-triphenylethyl ester (2a and 2b) using a base, preferably an alkali metal base, preferably in a solvent to form the carboxylic acid 7; (c) treating the acid 7 with a chiral base to form a salt and purifying the salt to obtain enantiomerically enriched (R)-7 chiral base salt; (d) alkylation of the (R)-7 chiral base salt or the free base derived from (R)-7, forming (R)-5-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-5-hydroxy-3-oxo-1-heptanoic acid,
Type:
Grant
Filed:
August 14, 2008
Date of Patent:
October 12, 2010
Assignee:
Apotex PharmaChem Inc.
Inventors:
Fan Wang, Daqing Che, Bhaskar Reddy Guntoori, Yajun Zhao, Aaron C. Kinsman, Jody Faught, Alan Chow
Abstract: A process for the preparation of an acid addition salt of ziprasidone base and intermediates thereof comprising exposing the ziprasidone base in solid form to a gaseous acid in a substantially dry environment.
Type:
Grant
Filed:
June 29, 2005
Date of Patent:
June 29, 2010
Assignee:
Apotex Pharma Chem Inc.
Inventors:
Allan W. Rey, Lotfi Derdour, K.S. Keshava Murthy, Probal Kanti Datta, Martin Ehlert, Stephen E. Home
Abstract: A process is provided for preparing pharmaceutical grade atorvastatin hemicalcium salt comprising: (a) deesterifying, wherein R is an ester protecting group to (b) extracting R(R*,R*)-3 into an organic solvent or mixture of solvents, (c) adding a base of formula NR1R2R3 wherein R1, R2 and R3 are independently selected from H, substituted or non-substituted C1 to C7 alkyl, C6 to C9 aryl, C8 to C10 aralkyl or aminoalkyl to form atorvastatin base salt, (d) isolating by precipitation of the above atorvastatin base salt and purifying when necessary, (e) converting atorvastatin base salt to atorvastatin hemicalcium salt by treatment with a calcium salt solution, and (f) isolating the atorvastatin hemicalcium salt.
Type:
Grant
Filed:
August 5, 2005
Date of Patent:
November 10, 2009
Assignee:
Apotex Pharmachem Inc.
Inventors:
K.S. Keshava Murthy, Yajun Zhao, Daqing Che, Bhaskar Reddy Guntoori, Sammy Chris Duncan, Stephen E. Horne
Abstract: Provided is an efficient method for the preparation of 3-aryloxy-3-arylpropylamines, their optical stereoisomers, and pharmaceutically acceptable salts thereof. The process allows for the isolation of 3-aryloxy-3-arylpropylamines in high yield and purity. The present invention further relates to a process for producing fluoxetine, tomoxetine, norfluoxetine, duloxetine, nisoxetine, and their optically enriched (R)- and (S)-enantiomers.
Type:
Grant
Filed:
July 8, 2005
Date of Patent:
February 3, 2009
Assignee:
Apotex Pharmachem Inc.
Inventors:
Zhi-Xian Wang, Mohammed Abdul Raheem, Gamini Weeratunga, Bhaskar Reddy Guntoori