[go: up one dir, main page]

HUP9801025A1 - Process for producing sertraline and it's 1,r-stereoisomer - Google Patents

Process for producing sertraline and it's 1,r-stereoisomer

Info

Publication number
HUP9801025A1
HUP9801025A1 HU9801025A HUP9801025A HUP9801025A1 HU P9801025 A1 HUP9801025 A1 HU P9801025A1 HU 9801025 A HU9801025 A HU 9801025A HU P9801025 A HUP9801025 A HU P9801025A HU P9801025 A1 HUP9801025 A1 HU P9801025A1
Authority
HU
Hungary
Prior art keywords
formula
dichlorophenyl
cis
tetrahydro
naphthalene
Prior art date
Application number
HU9801025A
Other languages
Hungarian (hu)
Inventor
József Barkóczy
Nagy Péter Kótay
Gyula Simig
György Krasznai
Kálmán Nagy
Donáth Györgyi Vereczkeyné
Norbert Németh
László Ladányi
Ilona Sztuhár
László Balázs
Imre Domán
Zoltán Greff
Zoltán Rátkai
Péter Seres
Tibor Szabó
Original Assignee
EGIS Gyógyszergyár Rt.
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 EGIS Gyógyszergyár Rt. filed Critical EGIS Gyógyszergyár Rt.
Priority to HU9801025A priority Critical patent/HU226424B1/en
Publication of HU9801025D0 publication Critical patent/HU9801025D0/en
Priority to PCT/HU1999/000036 priority patent/WO1999057093A1/en
Priority to AU38403/99A priority patent/AU3840399A/en
Priority to SK1648-2000A priority patent/SK16482000A3/en
Priority to PL99344011A priority patent/PL344011A1/en
Publication of HUP9801025A1 publication Critical patent/HUP9801025A1/en
Publication of HU226424B1 publication Critical patent/HU226424B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/52—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of imines or imino-ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/14—All rings being cycloaliphatic
    • C07C2602/26—All rings being cycloaliphatic the ring system containing ten carbon atoms
    • C07C2602/28—Hydrogenated naphthalenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Atalálmány tárgya eljárás az (I) képletű cisz-(1R,1S)-N-metil-4-(3,4-diklór-fenil)-1,2,3,4-tetrahidrő-1-naftalin-amin és gyógyászatilagalkalmas savaddíciós sói előállítására a (II) képletű ()-4-(S,R)-[(3,4-diklór-fenil)-3,4-dihidrő-1/2H)-naftalin-1-ilidén]-metil-aminpalládiűmkatalizátőr jelenlétében végzett redűkciója és kívánt esetbena kapőtt (I) képletű bázis gyógyászatilag alkalmas savaddíciós sóvátörténő átalakítása útján, őly módőn, hőgy 5-30tömeg% palládiűmőttartalmazó, hőrdőzóra felvitt, alkálifém-klőriddal előkezeltpalládiűmkatalizátőrt alkalmaznak. A (II) képletű cisz-(1R,1S)-N-metil-4-(3,4-diklór-fenil)-1,2,3,4-tetrahidrő-1-naftalin-amin ismertértékes gyógyászati anyag. Atalálmány szerinti eljárás előnye, hőgy akapőtt termékben a cisz/transz izőmer arány kedvező, és a szennyezőmelléktermékek keletkezése háttérbe szőrűl. ŕThe subject of the invention is the process of cis-(1R,1S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalene-amine of the formula (I) and pharmaceutically suitable acid addition ()-4-(S,R)-[(3,4-dichlorophenyl)-3,4-dihydro-1/2H)-naphthalen-1-ylidene]-methylaminepalladium catalyst of the formula (II) reduction carried out in the presence of and, if desired, by converting the obtained base of formula (I) into a medicinally suitable acid addition salt, in this way, a palladium catalyst containing 5-30 wt. The formula (II) cis-(1R,1S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalene-amine is a medicinal substance of known value. The advantage of the process according to the invention is that the cis/trans isomer ratio in the heat-cooked product is favorable, and the generation of pollutant by-products fades into the background. ŕ

HU9801025A 1998-05-05 1998-05-05 Process for producing enantiomer mixture for preparation of sertraline HU226424B1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
HU9801025A HU226424B1 (en) 1998-05-05 1998-05-05 Process for producing enantiomer mixture for preparation of sertraline
PCT/HU1999/000036 WO1999057093A1 (en) 1998-05-05 1999-05-05 Process for the preparation of sertraline and its 1,r-stereoisomer
AU38403/99A AU3840399A (en) 1998-05-05 1999-05-05 Process for the preparation of sertraline and its 1,r-stereoisomer
SK1648-2000A SK16482000A3 (en) 1998-05-05 1999-05-05 Process for the preparation of sertraline and its 1,r-stereoisomer
PL99344011A PL344011A1 (en) 1998-05-05 1999-05-05 Process for the preparation of sertraline and its 1,r-stereoisomer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU9801025A HU226424B1 (en) 1998-05-05 1998-05-05 Process for producing enantiomer mixture for preparation of sertraline

Publications (3)

Publication Number Publication Date
HU9801025D0 HU9801025D0 (en) 1998-06-29
HUP9801025A1 true HUP9801025A1 (en) 2000-08-28
HU226424B1 HU226424B1 (en) 2008-12-29

Family

ID=89996511

Family Applications (1)

Application Number Title Priority Date Filing Date
HU9801025A HU226424B1 (en) 1998-05-05 1998-05-05 Process for producing enantiomer mixture for preparation of sertraline

Country Status (5)

Country Link
AU (1) AU3840399A (en)
HU (1) HU226424B1 (en)
PL (1) PL344011A1 (en)
SK (1) SK16482000A3 (en)
WO (1) WO1999057093A1 (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN191358B (en) 1998-01-16 2003-11-29 Pfizer Prod Inc
IN187170B (en) * 2000-01-04 2002-02-23 Sun Pharmaceutical Ind Ltd
AU2001243634B2 (en) * 2000-03-14 2006-05-25 Teva Pharmaceutical Industries Ltd. Novel process for preparing (+)-cis-sertraline
CA2448499A1 (en) * 2001-06-15 2002-12-27 Orion Corporation Fermion A novel process for the preparation of (is-cis) -4-(3, 4-dichlorophenyl) -1, 2, 3, 4 - tetrahydro-n-methyl-1-naphthalenamine
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
ES2242555T1 (en) 2003-04-14 2005-11-16 Teva Pharmaceutical Industries Limited HYDROGENATION OF INTERMEDIARIES OF IMINA OF SERTRALINA WITH CATALYSTS.
CA2537804A1 (en) 2003-09-05 2005-03-17 Teva Pharmaceutical Industries Ltd A recycling process for preparing sertraline
JP2005334870A (en) * 2004-04-28 2005-12-08 Nippon Nohyaku Co Ltd Catalyst composition and production method
WO2005105301A1 (en) * 2004-04-28 2005-11-10 Nihon Nohyaku Co., Ltd. Catalyst composition and production process
US7345201B2 (en) 2005-02-23 2008-03-18 Teva Pharmaceutical Industries, Ltd. Processes for preparing sertraline
EP1885683A2 (en) 2005-06-03 2008-02-13 Hetero Drugs Limited A highly stereoselective synthesis of sertraline
GB0526444D0 (en) * 2005-12-23 2006-02-08 Sandoz Ag Sertraline acid addition salt, its prepartion and its use in the preparation of sertraline hydrochloride form ll
TR200808115T1 (en) * 2006-04-28 2009-03-23 Sandoz Ag Process for the Preparation of 4 (S, R) - (3,4-dichlorophenyl) -3,4-dihydro-1 (2H) -naphthalen-1-ylidene] methylamine

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4536518A (en) * 1979-11-01 1985-08-20 Pfizer Inc. Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine

Also Published As

Publication number Publication date
AU3840399A (en) 1999-11-23
PL344011A1 (en) 2001-09-24
WO1999057093A1 (en) 1999-11-11
HU9801025D0 (en) 1998-06-29
HU226424B1 (en) 2008-12-29
SK16482000A3 (en) 2001-04-09

Similar Documents

Publication Publication Date Title
HUP9801025A1 (en) Process for producing sertraline and it's 1,r-stereoisomer
AU517357B2 (en) Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetra- hydro-1-napthalenamine
IL160440A (en) Dihydropteridinones, method for producing the same and the use thereof as medicaments
RS50257B (en) Asymmetric synthesis of pregabalin
BR0013885A (en) Perfected tablets
ATE282033T1 (en) SYNTHESIS OF BETA-LAPACHONE AND CORRESPONDING INTERMEDIATE PRODUCTS
HUP9603493A2 (en) Process for producing sertraline and intermedier used in this process
TW427994B (en) New bisphosphines as catalysts for asymmetric reactions
Rossi et al. Diastereoselective synthesis of (E)-alkenes and (E)-1, ω-dienes starting from diastereoisomeric mixtures of 1-bromo-1-alkenes: New syntheses of monounsaturated or bridged ring-ketal naturally occurring substances.
BG107050A (en) Method for the preparation of citalopram
IL152645A (en) Method for the preparation of citalopram
YU49242B (en) Process for preparing 4-(3,4-dichlorophenyl)-3,4-dihydro-1(2h)naphthalenone
HUP0401577A2 (en) Process for the preparation of 2,4-didezoxyhexoses and 2,4,6-tridezoxyhexoses
PL363148A1 (en) Bifunctional agents possessing antioxidant and antiarrhythmic activity
JP2003514794A5 (en)
WO1999055686A3 (en) Process for the preparation of tetralone imines for the preparation of active pharmaceutical compounds
JPS5711929A (en) Production of 1,1-diester or aldehyde
HU9701335D0 (en) Process for producing 1-(3,4-dimethoxy-phenol)-ethanol
ES2103681A1 (en) Process for the preparation of N-methyl-3-phenyl-3-(p- trifluoromethylphenoxy)propylamine

Legal Events

Date Code Title Description
HC9A Change of name, address

Owner name: EGIS GYOGYSZERGYAR NYRT., HU

Free format text: FORMER OWNER(S): EGIS GYOGYSZERGYAR RT., HU

MM4A Lapse of definitive patent protection due to non-payment of fees