BRPI0803092A2 - sìntese de (s)-(+)-3-(aminometil)-5-metil ácido hexanóico, (s)-pregabalina - Google Patents

sìntese de (s)-(+)-3-(aminometil)-5-metil ácido hexanóico, (s)-pregabalina Download PDF

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Publication number
BRPI0803092A2
BRPI0803092A2 BRPI0803092-8A BRPI0803092A BRPI0803092A2 BR PI0803092 A2 BRPI0803092 A2 BR PI0803092A2 BR PI0803092 A BRPI0803092 A BR PI0803092A BR PI0803092 A2 BRPI0803092 A2 BR PI0803092A2
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BR
Brazil
Prior art keywords
aminomethyl
synthesis
pregabalin
hexanoic acid
methyl hexanoic
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Application number
BRPI0803092-8A
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English (en)
Inventor
Vinod Kumar Kansal
Brijnath P Chaurasia
Anand Prakash Tiwari
Shivaji Haribhau Shelke
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Teva Pharma
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Publication date
Application filed by Teva Pharma filed Critical Teva Pharma
Publication of BRPI0803092A2 publication Critical patent/BRPI0803092A2/pt

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/07Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/26Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00Catalysts comprising molecular sieves
    • C07C2529/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/40Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11

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

Abstract

SìNTESE DE (S)-(+)-3-(AMINOMETIL)-5-METIL áCIDO HEXANóICO, (S)-PREGABALINA. A invenção abrange a síntese de (S)-(+)-3-(aminometil)-5-ácido metilhexanóico, (S)-pregabalina, via um quiral intermediário da seguinte fórmula 4 em que Ar é um grupo aromático C~6-10~, R é um alquil, éster, ou ácido carboxilico C~1-4~ direto ou ramificado, e R~1~ é um alquil, araiquil, ou aralquil substituído C~1-5~ direto ou ramificado.
BRPI0803092-8A 2007-03-22 2008-03-24 sìntese de (s)-(+)-3-(aminometil)-5-metil ácido hexanóico, (s)-pregabalina BRPI0803092A2 (pt)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US91957507P 2007-03-22 2007-03-22
US93231707P 2007-05-29 2007-05-29
PCT/US2008/003898 WO2008118427A2 (en) 2007-03-22 2008-03-24 Synthesis of (s)-(+)-3-(aminomethyl)-5-methyl hexanoic acid

Publications (1)

Publication Number Publication Date
BRPI0803092A2 true BRPI0803092A2 (pt) 2011-08-30

Family

ID=39567149

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI0803092-8A BRPI0803092A2 (pt) 2007-03-22 2008-03-24 sìntese de (s)-(+)-3-(aminometil)-5-metil ácido hexanóico, (s)-pregabalina

Country Status (8)

Country Link
US (1) US8097754B2 (pt)
EP (1) EP2021318A2 (pt)
KR (1) KR101036536B1 (pt)
BR (1) BRPI0803092A2 (pt)
CA (1) CA2681313C (pt)
MX (1) MX2008014759A (pt)
TW (1) TW200846308A (pt)
WO (1) WO2008118427A2 (pt)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2619472A1 (en) 2005-09-19 2007-03-29 Teva Pharmaceutical Industries Ltd. Chiral 3-carbamoylmethyl-5-methyl hexanoic acids, key intermediates for the new synthesis of (s)-pregabalin
KR101036536B1 (ko) 2007-03-22 2011-05-24 테바 파마슈티컬 인더스트리즈 리미티드 (s)-(+)-3-(아미노메틸)-5-메틸 헥산산의 합성
US20110245536A1 (en) * 2008-06-02 2011-10-06 Actavis Group Ptc Ehf Process for preparing pregabalin
WO2011086565A1 (en) * 2010-01-15 2011-07-21 Lupin Limited Method for preparation of enantiomerically enriched and/or racemic gamma-amino acids
JP6482465B2 (ja) 2012-11-07 2019-03-13 ハイカル リミテッド プレガバリンの調製方法
WO2017019791A1 (en) 2015-07-27 2017-02-02 Teva Pharmaceuticals International Gmbh Synthesis of (s)-pregabalin
BR112018070480A2 (pt) * 2016-04-06 2019-01-29 Rhodia Operations composto da fórmula, processo para fabricar o composto da fórmula, mistura, uso do composto da fórmula, e, composição em gel
CN108456143A (zh) * 2017-02-22 2018-08-28 尚科生物医药(上海)有限公司 不对称制备(s)-3-氨甲基-5-甲基己酸
EP3466398A1 (en) 2017-10-05 2019-04-10 Rhodia Operations N-hydrocarbyldiamide composition with gelating properties
CN116554062A (zh) * 2021-10-08 2023-08-08 浙江华海药业股份有限公司 一种普瑞巴林中间体杂质化合物ii及其制备方法

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Also Published As

Publication number Publication date
WO2008118427A3 (en) 2008-12-18
CA2681313A1 (en) 2008-10-02
US8097754B2 (en) 2012-01-17
EP2021318A2 (en) 2009-02-11
WO2008118427A9 (en) 2009-02-05
KR101036536B1 (ko) 2011-05-24
TW200846308A (en) 2008-12-01
MX2008014759A (es) 2009-03-09
KR20090010075A (ko) 2009-01-28
US20080306292A1 (en) 2008-12-11
WO2008118427A2 (en) 2008-10-02
CA2681313C (en) 2012-09-11

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B08F Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette]

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B08K Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette]

Free format text: REFERENTE AO DESPACHO PUBLICADO NA RPI 2162 12/06/2012.