Process for the optical resolution and recycling of tomoxetine

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C564S303000, C564S424000, C514S649000

Reexamination Certificate

active

07317127

ABSTRACT:
The present invention provides a process for the optical resolution of racemic tomoxetine under reaction conditions that improve reaction yields and optical purity. The invention also provides an epimerization process for the (S)-(+) enantiomer. The invention further provides the conversion of the enantiomer obtained from the optical resolution into atomoxetine or a pharmaceutically acceptable salt thereof.

REFERENCES:
patent: 4018895 (1977-04-01), Molloy et al.
patent: 4777291 (1988-10-01), Misner
patent: 4868344 (1989-09-01), Brown
patent: 5658590 (1997-08-01), Heiligenstein et al.
patent: 6333198 (2001-12-01), Edmeades et al.
patent: 6541668 (2003-04-01), Kjell et al.
patent: 41 23 253 (1993-01-01), None
patent: 0 052 492 (1982-05-01), None
patent: 0 193 405 (1986-09-01), None
patent: 0 721 777 (1995-01-01), None
patent: WO 94/00416 (1994-01-01), None
patent: WO 00/58262 (2000-10-01), None
patent: WO 00/64855 (2000-11-01), None
patent: WO 2006/004923 (2006-01-01), None
patent: WO 2006/004976 (2006-01-01), None
patent: WO 2006/004979 (2006-01-01), None
patent: WO 2006/020348 (2006-02-01), None
patent: WO 2006/068662 (2006-06-01), None
Srebnik, M. et al. “Chiral Synthesis via Organoboranes. 18. Selective Reductions. 43. Dissopinocampheylchloroborane as an Excellent . . . ” J. Org. Chem. (1988), vol. 53, p. 2916-2920.
ANON (R)-(−)-N-Methyl-3-(2-Methylphenoxy)Phenyl-3-Phenylpropylamine (S)-(+)-Mandelate Chemical Abstracts Service XP-002367856 Dec. 29, 2004.
Koenig, T.M. et al. “A Convenient Method for Preparing Enantiomerically Pure Norfluoxetine, Fluoxetine and Tomoxetine” Tetrahedron Letters, vol. 35, No. 0, pp. 1339-1342 (1994).
Strobel, H.A.; Heineman, W.R., Chemical Instrumentation: A Systematic Approach, 3rd dd. (Wiley & Sons: New York 1989)—pp. 391-393, 879-894, 922-925, 953.
Snyder, L.R.; Kirkland, J.J., Introduction to Modern Liquid Chromatography, 2nd ed. (John Wiley & Sons: New York 1979)—p. 549-552, 571-572.
Sellers, J.A. et al. “Determination of the Enantiomer and Positional Isomer Impurities in Atomoxetine Hydrochloride with Liquid Chromatography Using Polysaccharide Chiral Stationary Phases.”J. of Pharmaceutical and Biomedical Analysis, vol. 41, pp. 1088-1094 (2006).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for the optical resolution and recycling of tomoxetine does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the optical resolution and recycling of tomoxetine, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the optical resolution and recycling of tomoxetine will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2752940

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.