Patent ID: 6812355
Filing Date: 2004-11-02
Classification: C07C,C07D

Abstract:
A process for preparation of 1-(4â€²-flurophenyl)-1-(3-dimethylaminopropyl)-5-phthalanecarbonitrile of the formula (I), or a pharmaceutically acceptable salt thereof, which comprises the step of preparing 2-hydroxymethyl-4-halo-4â€²-fluorobenzophenone of the formula (IV) by reacting a magnesium halide with a 5-halophthalide of the formula (II) wherein X represents halogen, to form a 5-halophthalide/magnesium halide adduct, and reacting the adduct so obtained with a Grignard reagent of the formula (III) wherein Y represents halogen to form the 2-hydroxymethyl-4-halo-4â€²-fluorobenzophenone of the formula (IV) and the reacting the 2-hydroxymethyl-4-halo-4â€²-fluorobenzophenone of the formula (IV) with a Grignard reagent of the formula (V)(CH3)2Nâ€”(CH2)3â€”MgZâ€ƒâ€ƒ(V) to form a 1-(4-halo-2-hydroxymethylphenyl)-1-(4â€²fluorophenyl)-1-(3-dimethyl-aminopropyl)methanol of the formula (VI) and subjecting it to dehydration to form a 1-(4â€²-fluorophenyl)-1-(3-dimethylaminopropyl)-5-halophthalane of the formula (VIII) and then reacting the formula (VIII) compound with a cyanating agent to form 1-(4â€²-fluorophenyl)-1-(3-dimethylaminopropyl)-5-phthalanecarbonitrile of the formula (I).