AU2002213865A1 - Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahyd ropyridine to be used as intermediate in the synthesis of paroxetine - Google Patents

Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahyd ropyridine to be used as intermediate in the synthesis of paroxetine

Info

Publication number
AU2002213865A1
AU2002213865A1 AU2002213865A AU1386502A AU2002213865A1 AU 2002213865 A1 AU2002213865 A1 AU 2002213865A1 AU 2002213865 A AU2002213865 A AU 2002213865A AU 1386502 A AU1386502 A AU 1386502A AU 2002213865 A1 AU2002213865 A1 AU 2002213865A1
Authority
AU
Australia
Prior art keywords
paroxetine
fluorophenyl
hydroxymethyl
benzyl
racemisation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
AU2002213865A
Inventor
Jayne Froggett
Dean Riley
Andrew Turner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of AU2002213865A1 publication Critical patent/AU2002213865A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/08—Bridged systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/24—Antidepressants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Psychiatry (AREA)
  • Pain & Pain Management (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A process for the racemization of enantiomerically enriched 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahydropyridine which is a useful intermediate in the preparation of paroxetine. Formula (A) means that the compound (I) has an enantiomeric excess of one enantiomer over the other enantiomer. R<SUB>1 </SUB>and R<SUB>2 </SUB>are defined as in claim 1.
AU2002213865A 2000-08-30 2001-08-30 Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahyd ropyridine to be used as intermediate in the synthesis of paroxetine Abandoned AU2002213865A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0021147 2000-08-30
GBGB0021147.4A GB0021147D0 (en) 2000-08-30 2000-08-30 Chemical process
PCT/EP2001/009998 WO2002018338A1 (en) 2000-08-30 2001-08-30 Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahydropyridine to be used as intermediate in the synthesis of paroxetine

Publications (1)

Publication Number Publication Date
AU2002213865A1 true AU2002213865A1 (en) 2002-03-13

Family

ID=9898420

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2002213865A Abandoned AU2002213865A1 (en) 2000-08-30 2001-08-30 Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahyd ropyridine to be used as intermediate in the synthesis of paroxetine

Country Status (16)

Country Link
US (1) US6949650B2 (en)
EP (1) EP1315701B1 (en)
JP (1) JP2004518620A (en)
AT (1) ATE421953T1 (en)
AU (1) AU2002213865A1 (en)
CA (1) CA2420579C (en)
CZ (1) CZ2003503A3 (en)
DE (1) DE60137577D1 (en)
ES (1) ES2320631T3 (en)
GB (1) GB0021147D0 (en)
HR (1) HRP20030227A2 (en)
HU (1) HUP0302910A3 (en)
IL (2) IL154302A0 (en)
NO (1) NO324944B1 (en)
SK (1) SK2342003A3 (en)
WO (1) WO2002018338A1 (en)

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2748140A (en) * 1954-10-07 1956-05-29 Rohm & Haas 3-hydroxymethyl-4-phenyltetrahydro-pyridines and their esters
GB1422263A (en) * 1973-01-30 1976-01-21 Ferrosan As 4-phenyl-piperidine compounds
NZ307479A (en) * 1995-05-17 1999-08-30 Novo Nordisk As A process for preparing 4-(4-halo substituted phenyl)-3-(3,4-methylenedioxy phenoxy methyl)piperidine derivatives
GB9526645D0 (en) * 1995-12-28 1996-02-28 Chiroscience Ltd Stereoselective synthesis
HU221921B1 (en) 1996-07-08 2003-02-28 Richter Gedeon Vegyészeti Gyár Rt. N-benzyl-piperidine or tetrahydro-pyridine derivatives and processes for producing them
GB9710004D0 (en) 1997-05-17 1997-07-09 Knoll Ag Chemical process
DE19900576A1 (en) * 1999-01-09 2000-07-13 Merck Patent Gmbh New substituted allyl-, glycidyl- or hydroxypropyl-benzene derivatives, used as intermediates for drugs, especially central nervous system drugs, particularly the antidepressants paroxetine and femoxetine

Also Published As

Publication number Publication date
NO20030876D0 (en) 2003-02-25
ATE421953T1 (en) 2009-02-15
IL154302A (en) 2008-11-03
GB0021147D0 (en) 2000-10-11
EP1315701A1 (en) 2003-06-04
EP1315701B1 (en) 2009-01-28
HUP0302910A3 (en) 2008-02-28
IL154302A0 (en) 2003-09-17
HRP20030227A2 (en) 2005-02-28
CZ2003503A3 (en) 2003-08-13
JP2004518620A (en) 2004-06-24
CA2420579C (en) 2009-11-03
US6949650B2 (en) 2005-09-27
HUP0302910A2 (en) 2004-01-28
US20040014786A1 (en) 2004-01-22
CA2420579A1 (en) 2002-03-07
NO20030876L (en) 2003-02-25
NO324944B1 (en) 2008-01-07
ES2320631T3 (en) 2009-05-27
DE60137577D1 (en) 2009-03-19
WO2002018338A1 (en) 2002-03-07
SK2342003A3 (en) 2003-09-11

Similar Documents

Publication Publication Date Title
MY111616A (en) Nover (r)-5-carbamoyl-8-fluoro-3-n, n-disubstituted-amino-3, 4-dihydro-2h-1-benzopyrans
EP1004578A3 (en) 5-oxo-pyrrolidine-2-carboxylic acid hydroxamide derivatives
UA100964C2 (en) Method for the production of crystalline forms and crystalline forms of optical enantiomers of modafinil
LU90999I2 (en) Escitalopram and its pharmaceutically acceptable salts (cipralex)
YU9802A (en) Cell adhesion inhibitors
AU4397501A (en) Process of making racemic bupivacaine&#39;s enantiomers, levobupivacaine&#39;s pharmaceutical compositions, levobupivacaine&#39;s pharmaceutical compositions formulated on its free base form or its pharmaceutical acceptable salts and use of levobupivacaine&#39;s pharmaceutical compositions formulated on its free base form
MX9806209A (en) Process for the preparation of d-threo-(r,r)-methyl phenidate and recycling of undesired enantiomers by epimerisation.
AU2002220918A1 (en) Process for preparing isomers of salbutamol
AU2003271811A1 (en) Novel derivatives of 4,4&#39;-dithiobis-(3-aminobutane-1-sulphonates) and compositions containing same
HU9802586D0 (en) Racemizing process
CA2455042A1 (en) Method of reducing hair growth by applying alpha-difluoromethylornithine
MXPA03010960A (en) Process for the production of the piperidine derivative fexofenadine.
AU2420001A (en) Methods and compositions for the treatment of pain
CA2127374A1 (en) Novel derivative of isoindolinone, its preparation and pharmaceutical compositions containing it
AU2002213865A1 (en) Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahyd ropyridine to be used as intermediate in the synthesis of paroxetine
AU7624398A (en) New substituted tetrahydropyridine compounds, process for preparing them and pharmaceutical compositions containing them
NZ332545A (en)
MX9708612A (en) Alpha-(substituted alkylphenyl)-4-(hydroxydiphenylmethyl)-1-piperidine butanol derivatives, their preparation and their use as anti-histamines, anti-allergy agents and bronchodilators.
IL156768A0 (en) Process for preparing (+/-) trans-4-p-fluorophenyl-3-hydroxymethyl-1-methylpiperidine
BG104073A (en) Method for preparing alkyloxy furanone derivatives, compounds obtained by said method and use of said compounds
BR0008586A (en) Process for preparing chiral amino acids and process for preparing compounds from these
GEP20084296B (en) Novel 3-(4-oxo-4h-chromen-2-yl)-(1h)-quinoline-4-one derivatives, method for preparing same and pharmaceutical compositions containing same
MXPA05009720A (en) Stereoselective chemoenzymatic process for preparing optically enriched phenylglycidates.
NO20016390L (en) Process for Preparation of (-) - (1S, 4R) N-Protected 4- Amino-2-Cyclopentene-1-Carboxylate Esters
AR018620A1 (en) PROCESS FOR THE PRODUCTION OF OPTICALLY PURE SALBUTAMOL