Process for the preparation of a cyano-isobenzofuran

Details Process for the preparation of a cyano-isobenzofuran Process for the preparation of a cyano-isobenzofuran

2004-03-09

2008-08-12

Seaman, D. Margaret (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S307000

Reexamination Certificate

active

07411077

ABSTRACT:
A process for the preparation of citalopram and the pharmaceutically acceptable salts therof is disclosed by reacting 5-cyanophthalide with a 4-fluorophenyl magnesium halide, reducing the 3-hydroxymethyl-4-(4-fluorobenzoyl)benzonitrile with an agent reducing ketones to alcohols, submitting the thus-obtained 3-hydroxymethyl-4-[(4-fluorophenyl)hydroxymethyl)benzonitrile to a cyclization reaction to give 1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile without 1,1-bis(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile and treating 1,1-bis(4 fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile with a 3-(dimetylamino)propyl halide in the presence of a base.

REFERENCES:
patent: 4136193 (1979-01-01), Bogeso et al.
patent: 1 095 926 (2000-08-01), None
patent: 1 125 907 (2001-08-01), None
patent: WO 98/19511 (1997-11-01), None
patent: WO 98/19511 (1998-05-01), None

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