Process for the preparation of racemic citalopram and/or...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C549S469000, C549S471000

Reexamination Certificate

active

07112686

ABSTRACT:
The invention relates to a process for the preparation of racemic citalopram free base or an acid addition salt thereof and/or R- or S-citalopram as the free base or an acid addition salt thereof by separation of a mixture of R- and S-citalopram with more than 50% of one of the enantiomers into a fraction consisting of racemic citalopram and/or a fraction of S-citalopram or R-citalopram characterized in that i) citalopram is precipitated from a solvent as the free base or as an acid addition salt thereof; ii) the precipitate formed is separated from the mother liquor; iia) if the precipitate is crystalline it is optionally recrystallised one or more times to form racemic citalopram, and then optionally converted into an acid addition salt thereof; iib) if the precipitate is not crystalline, steps i) and ii) are optionally repeated until a crystalline precipitate is obtained and the crystalline precipitate is recrystallised one or more times to form racemic citalopram, and then optionally converted into an acid addition salt thereof; iii) the mother liquor is optionally subjected to further purification and S-citalopram or R-citalopram is isolated from the mother liquor and optionally converted into an addition salt thereof.

REFERENCES:
patent: 4943590 (1990-07-01), Boegesoe et al.
patent: 6566540 (2003-05-01), Rock et al.
patent: 0 347 066 (1995-03-01), None
Hackh's Chemical Dictionary, Julius Grant, p. 567.
Rochat et al., Determination of the Enantiomers of Citalopram, Its Demethylated and Propionoc Acid Metabolites in HUman Plasma by Chiral HPLC, Chirality, pp. 389-395.

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