Gemifloxacin process and polymorphs

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C546S123000

Reexamination Certificate

active

07834027

ABSTRACT:
The present invention provides a novel process for the preparation of gemifloxacin and its pharmaceutically acceptable acid addition salts in high yield. The present invention also relates to novel polymorphs of gemifloxacin free base and its hydrates to the processes for their preparation and to pharmaceutical compositions comprising them. The present invention also relates to infusion solutions of gemifloxacin and to processes for their preparation. Thus, 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1, 8-naphthyridine-3-carboxylic acid is reacted with a mixture of acetic anhydride, acetic acid and boric acid to give borane compound, which is then treated with 4-Aminomethyl-3-methoxyimino-pyrrolidinium dimethanesulfonate in presence of triethylamine, followed by treatment with 3.5% sodium hydroxide solution to give gemifloxacin free base.

REFERENCES:
patent: 5633262 (1997-05-01), Hong et al.
patent: 5869670 (1999-02-01), Hong et al.
patent: 6818771 (2004-11-01), Hayes et al.
patent: 2002/0032216 (2002-03-01), Kim et al.
patent: 98/42705 (1998-10-01), None
patent: WO9842705 (1998-10-01), None
patent: WO0118002 (2001-03-01), None
patent: 03/011450 (2003-02-01), None
International Search Report and the Written Opinion of the International Searching Authority, or the Declaration Dated Mar. 8, 2006.

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