Process for preparation of atovaquone and novel...

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

Reexamination Certificate

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C568S314000, C568S328000

Reexamination Certificate

active

07847127

ABSTRACT:
Disclosed herein is a novel process for preparation of atovaquone. The process includes reacting 1,4-naphthoquinone with trans-4-(4-chlorophenyl) cyclohexane carboxylic acid followed by halogenation to obtain a dihalo-compound. Further, dehydrohalogenation of the dihalo-compound produces a monohalogeno-compound which under goes hydrolysis to produce atovaquone. The invention also discloses atovaquone in a substantially pure and well defined polymorphic form designated as “Form IPCA-ATO,” and the preparation thereof.

REFERENCES:
patent: 4981874 (1991-01-01), Latter et al.
patent: 5053432 (1991-10-01), Hudson et al.
patent: 6018080 (2000-01-01), Dearn
patent: 6649659 (2003-11-01), Dearn
patent: 0362996 (1990-04-01), None
patent: WO-93/11756 (1993-06-01), None
patent: WO-2006/008752 (2006-01-01), None
Fiser, Louis, et al. “Naphthoguinone Antimalarials. IV-XI. Synthesis.”. Journal of American Chemical Society, vol. 70, 3174-3215 (1948).

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