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US 6,608,195 B2Granted
Process for the preparation of 2-(4-alkyl-1-piperazinyl)-benzaldehyde and -benzylidenyl compounds
AssigneePfizer Inc.
InventorsJoseph P. Rainville, Terry G. Sinay, Stanley W. Walinsky
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Abstract
The present invention relates to a novel process for the preparation of a compound of formula I: wherein R1 is defined herein and compounds of formula II: wherein R1 and R2 are defined herein. Said compound of formula I is useful in the treatment of various central nervous system disorders including depression.
Claims21
A process for the preparation of a compound of formula I:
- wherein R1 is (C1-C6) alkyl;
- comprising the step of allowing a compound of formula III:
- to react with a compound of formula IV:
- in the presence of water and a metal carbonate.
1 more element
A process for the preparation of a compound of formula II:
- wherein R1 is (C1-C6) alkyl and R2 is —(CH2)mB, wherein m is zero, one, two or three and B is phenyl or naphthyl, wherein each of the foregoing phenyl and naphthyl groups may optionally be substituted with one or more substituents independently selected from chloro, fluoro, bromo, iodo, (C1-C6)alkyl, (C1-C6)alkoxy, (C1-C6) alkoxy-(C1-C6)alkyl-, trifluoromethyl, trifluoromethoxy, and cyano;
- comprising the steps of
- (i) allowing a compound of formula III:
- to react with a compound of formula IV:
- in the presence of water and a metal carbonate;
- (ii) reacting a compound of formula I:
- wherein R1 is defined above as formed in step (i) with an acyl chloride or hydrochloric acid dissolved in an aqueous alkanol;
- (iii) reacting the hydrochloride salt of the compound of formula I formed in step (ii) in the presence of a base in a suitable solvent with a compound of formula V:
- wherein R2 is defined above.
6 more elements
Dependencies are inferred from the claim text.