Process for making paroxetine

• US 6,716,985 B2
• Filed: 05/03/2002
• Issued: 04/06/2004
• Est. Priority Date: 05/29/1997
• Status: Expired due to Fees

• Current Assignee: Smithkline Beecham PLC
• Original Assignee: Smithkline Beecham PLC
• Inventors: Shapiro, Evgeny, Yu, Marvin Sungwhan, Jacewicz, Victor Withold
• Primary Examiner(s): CHANG, CELIA C
• Application Number:
  US10/138,553
• Publication Number:
  US 20020133011A1
• Time in Patent Office: 704 Days
• Field of Search: 514/321, 546/197
• US Class Current: 546/197
• CPC Class Codes: A61P 15/00 Drugs for genital or sexual disorders for disorders of sex hormones A61P5/24; Contraceptives
• CPC Class Codes: A61P 17/14 for baldness or alopecia
• CPC Class Codes: A61P 25/04 Centrally acting analgesics, e.g. opioids
• CPC Class Codes: A61P 25/06 Antimigraine agents
• CPC Class Codes: A61P 25/22 Anxiolytics
• CPC Class Codes: A61P 25/24 Antidepressants
• CPC Class Codes: A61P 25/28 for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
• CPC Class Codes: A61P 25/30 for treating abuse or dependence
• CPC Class Codes: A61P 25/32 Alcohol-abuse
• CPC Class Codes: A61P 3/04 Anorexiants; Antiobesity agents
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 211/22 by oxygen atoms
• CPC Class Codes: C07D 211/74 Oxygen atoms
• CPC Class Codes: C07D 211/78 Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
• CPC Class Codes: C07D 405/12 linked by a chain containing hetero atoms as chain links

Abstract

Compounds of structure (1) are obtained by reduction of compounds of the structures:

Compounds of structure (1), especially where Z is a hydrogen atom or a 3,4-methylenedioxyphenyl group, are important intermediates for inter alia paroxetine.

Claims

1. A process for the preparation of 4-aryl-piperidines of structure (1):

in which R is hydrogen or an alkyl, aralkyl, aryl, acyl, alkoxycarbonyl, arylalkoxycarbonyl, aryloxycarbonyl group; and

Z′

is a 3,4-methylenedioxyphenyl group;

which process comprises converting a compound of structure (4c) or (4d);

 

in which

R is hydrogen or an alkyl, aralkyl, aryl, acyl, alkoxycarbonyl, arylalkoxycarbonyl, aryloxycarbonyl group; and

X is hydrogen or from one to four reducible groups;

into a compound of structure (1).