RU93056160A - CONVERSION METHOD OF TRANS-ISOMER INTO CIS-ISOMER - Google Patents

CONVERSION METHOD OF TRANS-ISOMER INTO CIS-ISOMER

Info

Publication number
RU93056160A
RU93056160A RU93056160/04A RU93056160A RU93056160A RU 93056160 A RU93056160 A RU 93056160A RU 93056160/04 A RU93056160/04 A RU 93056160/04A RU 93056160 A RU93056160 A RU 93056160A RU 93056160 A RU93056160 A RU 93056160A
Authority
RU
Russia
Prior art keywords
isomer
cis
trans
dichlorophenyl
tetrahydro
Prior art date
Application number
RU93056160/04A
Other languages
Russian (ru)
Other versions
RU2079483C1 (en
Inventor
Ф. Брейш Тамим
Original Assignee
Пфайзер Инк.
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
Priority claimed from US07/665,506 external-priority patent/US5082970A/en
Application filed by Пфайзер Инк. filed Critical Пфайзер Инк.
Publication of RU93056160A publication Critical patent/RU93056160A/en
Application granted granted Critical
Publication of RU2079483C1 publication Critical patent/RU2079483C1/en

Links

Claims (1)

Новый способ превращения транс-изомера N-метил-4-(3,4-дихлорфенил)-1,2,3,4-тетрагидро-1-нафталинамина в цис-изомер N-метил-4-(3,4-дихлорфенил)-1,2,3,4-тетрагидро-1-нафталинамина. Способ включает осуществление взаимодействия трансизомера N-метил-4-(3,4-дихлорфенил)-1,2,3,4-тетрагидро-1-нафталинамина или его смеси вплоть до равных весовых частей с соответствующим цис-изомером - основным равновесным агентом - таким, как трет-бутоксид калия в реакционно-инертном полярном органическом растворителе до окончательного получения смеси цис/транс-изомеров, в которой количество цис-амина присутствующего достигает постоянного значения около 2 : 1 в расчете вес/вес. Вышеуказанную полученную смесь можно использовать в качестве промежуточного продукта, из которого в результате получают чистый цис-(1S)(4S) - N -метил-4-(3,4-дихлорфенил)-1,2,3,4-тетрагидро-1-нафталинамин (сертралин), который известен как антидепрессант.A new method of converting the trans-isomer of N-methyl-4- (3,4-dichlorophenyl) -1,2,3,4-tetrahydro-1-naphthalenamine to the cis isomer of N-methyl-4- (3,4-dichlorophenyl) -1,2,3,4-tetrahydro-1-naphthalinamine. The method includes the interaction of the trans-isomer of N-methyl-4- (3,4-dichlorophenyl) -1,2,3,4-tetrahydro-1-naphthalenamine or its mixture up to equal weight parts with the corresponding cis-isomer - the main equilibrium agent - such as potassium t-butoxide in a reaction-inert polar organic solvent to the final preparation of a mixture of cis / trans isomers, in which the amount of cis-amine present reaches a constant value of about 2: 1 in the weight / weight calculation. The above mixture obtained can be used as an intermediate product from which pure cis- (1S) (4S) -N-methyl-4- (3,4-dichlorophenyl) -1,2,3,4-tetrahydro-1 is obtained. -naphthalinamine (sertraline), which is known as an antidepressant.
RU9293056160A 1991-03-06 1992-02-07 Method for conversion of racemic trans-n-methyl-4-(3,4-dichlorophenyl0-1,2,3,4-tetrahydro-1-naphathalene amine into cis-isomer RU2079483C1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US07/665,506 US5082970A (en) 1991-03-06 1991-03-06 Process for recycling amine isomer
US665,506 1991-03-06
US665506 1991-03-06
PCT/US1992/000759 WO1992015552A1 (en) 1991-03-06 1992-02-07 Process for recycling amine isomer

Publications (2)

Publication Number Publication Date
RU93056160A true RU93056160A (en) 1996-04-27
RU2079483C1 RU2079483C1 (en) 1997-05-20

Family

ID=24670381

Family Applications (1)

Application Number Title Priority Date Filing Date
RU9293056160A RU2079483C1 (en) 1991-03-06 1992-02-07 Method for conversion of racemic trans-n-methyl-4-(3,4-dichlorophenyl0-1,2,3,4-tetrahydro-1-naphathalene amine into cis-isomer

Country Status (29)

Country Link
US (1) US5082970A (en)
EP (1) EP0575507B1 (en)
JP (1) JP2736167B2 (en)
KR (1) KR0169750B1 (en)
CN (1) CN1040641C (en)
AT (1) ATE133655T1 (en)
AU (1) AU647620B2 (en)
BR (1) BR9205727A (en)
CA (1) CA2105393C (en)
CZ (1) CZ285170B6 (en)
DE (1) DE69208080T2 (en)
DK (1) DK0575507T3 (en)
EG (1) EG20002A (en)
ES (1) ES2083741T3 (en)
FI (1) FI112074B (en)
GR (1) GR3019040T3 (en)
HU (1) HU217064B (en)
IE (1) IE70061B1 (en)
IL (1) IL101082A (en)
MX (1) MX9200953A (en)
MY (1) MY106803A (en)
NO (1) NO179609C (en)
NZ (1) NZ241844A (en)
PL (1) PL166756B1 (en)
PT (1) PT100189B (en)
RU (1) RU2079483C1 (en)
WO (1) WO1992015552A1 (en)
YU (1) YU48743B (en)
ZA (1) ZA921641B (en)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5248699A (en) * 1992-08-13 1993-09-28 Pfizer Inc. Sertraline polymorph
CA2176500C (en) * 1993-11-30 1999-09-28 George J. Quallich Process for preparing a chiral tetralone
US5597826A (en) 1994-09-14 1997-01-28 Pfizer Inc. Compositions containing sertraline and a 5-HT1D receptor agonist or antagonist
HU222341B1 (en) * 1996-12-18 2003-06-28 Richter Gedeon Vegyészeti Gyár Rt. Process for producing sertraline and intermediate used in this process
US6727283B2 (en) 1998-10-13 2004-04-27 Pfizer Inc. Sertraline oral concentrate
IL132500A0 (en) 1998-10-29 2001-03-19 Pfizer Prod Inc Stereoselective microbial reduction of a racemic tetralone
JP2002531427A (en) * 1998-11-27 2002-09-24 テバ ファーマシューティカル インダストリーズ リミティド Sertraline hydrochloride polymorph
US6500987B1 (en) 1998-11-27 2002-12-31 Teva Pharmaceutical Industries Ltd. Sertraline hydrochloride polymorphs
US6495721B1 (en) * 1999-08-09 2002-12-17 Teva Pharmaceutical Industries Ltd. Sertraline hydrochloride Form II and methods for the preparation thereof
US7442838B2 (en) * 1999-10-29 2008-10-28 Ciba Specialty Chemicals Corp. Polymorphic forms of sertraline hydrochloride
TWI260315B (en) 1999-10-29 2006-08-21 Ciba Sc Holding Ag Polymorphic forms of sertraline hydrochloride
US20050119351A1 (en) * 1999-10-29 2005-06-02 Van Der Schaaf Paul A. Polymorphic forms of sertraline hydrochloride
IL150332A0 (en) * 1999-12-21 2002-12-01 Teva Pharma Novel sertraline hydrochloride polymorphs, processes for preparing them, compositions containing them and methods of using them
IN187170B (en) * 2000-01-04 2002-02-23 Sun Pharmaceutical Ind Ltd
IN189886B (en) * 2000-03-29 2003-05-03 Sun Pharmaceutical Ind Ltd
US6720003B2 (en) * 2001-02-16 2004-04-13 Andrx Corporation Serotonin reuptake inhibitor formulations
US6723878B2 (en) 2001-06-15 2004-04-20 Orion Corporation Fermion Method for preparing sertraline
WO2003093217A1 (en) * 2002-04-29 2003-11-13 Teva Pharmaceutical Industries Ltd. Process for preparation of polymorphic form ii of sertraline hydrochloride, pharmaceutical formulations and methods of administration thereof
EP1660432A2 (en) * 2003-09-05 2006-05-31 Teva Pharmaceutical Industries Limited A recycling process for preparing sertraline
US20060014838A1 (en) * 2004-07-14 2006-01-19 Sudhakar Valluri Process for converting trans-sertraline to cis-sertraline
US20070213562A1 (en) * 2006-01-23 2007-09-13 Ami Zoran Recycling process for preparing sertraline
US7953216B2 (en) 2007-05-04 2011-05-31 3V Technologies Incorporated Systems and methods for RFID-based access management of electronic devices
WO2009019412A1 (en) * 2007-08-09 2009-02-12 Npil Pharmaceuticals (Uk) Limited Racemisation process for obtaining (1s,4s) n-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthaleneamine (sertraline)
US7408082B1 (en) 2007-08-09 2008-08-05 Npil Pharmaceuticals (Uk) Limited Racemisation process
MX2013006867A (en) * 2010-12-22 2013-07-05 Bayer Ip Gmbh Method for producing cis-1-ammonium-4-alkoxycyclohexanecarbonitri le salts.

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3506714A (en) * 1967-12-22 1970-04-14 Merck & Co Inc Process for the preparation of methyl (3 - lower alkoxy - 4 - hydroxybenzyl)ketones
US4556676A (en) * 1979-11-01 1985-12-03 Pfizer Inc. Antidepressant derivatives of trans-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
JPS59497B2 (en) * 1979-11-01 1984-01-07 フアイザ−・インコ−ポレ−テツド Antidepressant derivative of trans-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
US4536518A (en) * 1979-11-01 1985-08-20 Pfizer Inc. Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
US4463176A (en) * 1982-09-13 1984-07-31 Mead Johnson & Company Process for resolution of optical isomers

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