Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1998-04-20
2000-08-08
Chang, Ceila
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D21134
Patent
active
061004014
ABSTRACT:
A process for preparing the d-threo isomer of methylphenidate hydrochloride comprising resolving the racemic mixture of threo methylphenidate hydrochloride with dibenzoyl-D-tartaric acid to obtain a dibenzoyl-D-tartrate salt enriched with the d-threo isomer of methylphenidate in a first step, basifying the tartrate salt to obtain the free base form of the d-threo isomer of methylphenidate in a second step, converting the free base to the hydrochloride salt form of the d-threo isomer of methylphenidate in high optical purity in a third step, and recrystallizing the hydrochloride salt form to obtain the desired d-threo isomer in a higher optical purity.
REFERENCES:
patent: 2957880 (1960-10-01), Rometsch
patent: 5407938 (1995-04-01), Fisher et al.
patent: 5504253 (1996-04-01), Van Wagenen et al.
patent: 5733756 (1998-03-01), Zeitlin et al.
Kajima et al. "Optical resolution by high performance liquid chromatography . . ." AA Accession No. 52-10-E-00052, 1989.
Duncan et al. "normal phase TLC separation of enantiomers using chiral . . ." AA Accession No. 53-06-G-00004, 1990.
Lim H.K. et al., Journal of Chromatography vol. 328, pp. 378-386 (1985).
Journ. of Pharmacol. & Experimental Therapeutics, Patrick et al., vol. 241, pp. 152-158 (1997).
Clin.Pharmacol. & Therapeutics, Srinivas et al., vol. 52, No. 5, pp. 561-568 (1992).
Journ. of Chromatagraphy, vol. 494, pp. 420-423 (1989).
J. Med. Chem., Thai, et al., vol. 41, pp. 591-601 (1998).
Har Denis
Prashad Mahavir
Borovian Joseph J.
Chang Ceila
Novartris AG
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