TW200604139A - Preparation of pregabalin and related compounds - Google Patents

Preparation of pregabalin and related compounds

Info

Publication number
TW200604139A
TW200604139A TW094120286A TW94120286A TW200604139A TW 200604139 A TW200604139 A TW 200604139A TW 094120286 A TW094120286 A TW 094120286A TW 94120286 A TW94120286 A TW 94120286A TW 200604139 A TW200604139 A TW 200604139A
Authority
TW
Taiwan
Prior art keywords
related compounds
pregabalin
preparation
aminomethyl
methyl
Prior art date
Application number
TW094120286A
Other languages
English (en)
Other versions
TWI377191B (en
Inventor
Shang-Hui Hu
Carlos Alberto Martinez
Jun-Hua Tao
William Eugene Tully
Patrick Gerard Thomas Kelleher
Yves Rene Dumond
Original Assignee
Warner Lambert Co
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=35295367&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=TW200604139(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Warner Lambert Co filed Critical Warner Lambert Co
Publication of TW200604139A publication Critical patent/TW200604139A/zh
Application granted granted Critical
Publication of TWI377191B publication Critical patent/TWI377191B/zh

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/12—Formation of amino and carboxyl groups
    • 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
    • A61P25/08—Antiepileptics; Anticonvulsants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
    • C07C227/20—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters by hydrolysis of N-acylated amino-acids or derivatives thereof, e.g. hydrolysis of carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/22—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from lactams, cyclic ketones or cyclic oximes, e.g. by reactions involving Beckmann rearrangement
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
    • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/001—Amines; Imines
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/002—Nitriles (-CN)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C12P7/42—Hydroxy-carboxylic acids
TW094120286A 2004-06-21 2005-06-17 Preparation of pregabalin and related compounds TWI377191B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US58167104P 2004-06-21 2004-06-21
US62903404P 2004-11-18 2004-11-18

Publications (2)

Publication Number Publication Date
TW200604139A true TW200604139A (en) 2006-02-01
TWI377191B TWI377191B (en) 2012-11-21

Family

ID=35295367

Family Applications (6)

Application Number Title Priority Date Filing Date
TW094120286A TWI377191B (en) 2004-06-21 2005-06-17 Preparation of pregabalin and related compounds
TW097126081A TWI405747B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法
TW097126080A TWI399361B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法
TW097126082A TWI357405B (en) 2004-06-21 2005-06-17 Preparation of pregabalin and related compounds
TW097126084A TWI402248B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法
TW097126078A TWI396743B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法

Family Applications After (5)

Application Number Title Priority Date Filing Date
TW097126081A TWI405747B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法
TW097126080A TWI399361B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法
TW097126082A TWI357405B (en) 2004-06-21 2005-06-17 Preparation of pregabalin and related compounds
TW097126084A TWI402248B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法
TW097126078A TWI396743B (zh) 2004-06-21 2005-06-17 前喀巴林（ｐｒｅｇａｂａｌｉｎ）及相關化合物之製法

Country Status (33)

Country Link
US (4) US20050283023A1 (zh)
EP (1) EP1831154B1 (zh)
JP (5) JP4174551B2 (zh)
KR (3) KR100847928B1 (zh)
CN (2) CN1972904B (zh)
AP (1) AP2466A (zh)
AR (1) AR049446A1 (zh)
AT (1) ATE455093T1 (zh)
AU (1) AU2005256945B2 (zh)
BR (1) BRPI0512347B8 (zh)
CA (1) CA2571040C (zh)
CR (2) CR8765A (zh)
CY (1) CY1110337T1 (zh)
DE (1) DE602005018965D1 (zh)
DK (1) DK1831154T3 (zh)
EA (3) EA015418B1 (zh)
ES (1) ES2336014T3 (zh)
GE (1) GEP20104895B (zh)
HK (2) HK1104024A1 (zh)
HR (1) HRP20100054T1 (zh)
IL (1) IL179614A0 (zh)
MA (1) MA28674B1 (zh)
ME (1) ME01067B (zh)
MX (1) MXPA06014228A (zh)
NO (1) NO338097B1 (zh)
NZ (1) NZ552220A (zh)
PL (1) PL1831154T3 (zh)
PT (1) PT1831154E (zh)
RS (1) RS51210B (zh)
SI (1) SI1831154T1 (zh)
TW (6) TWI377191B (zh)
UA (1) UA83575C2 (zh)
WO (1) WO2006000904A2 (zh)

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MX2007012606A (es) * 2005-04-11 2008-01-11 Teva Pharma Proceso para elaborar (s)-pregabalina.
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EP1879851B1 (en) 2005-05-10 2010-11-03 Teva Pharmaceutical Industries Ltd Method for the preparation of pregabalin and salts thereof
ATE523484T1 (de) * 2005-05-10 2011-09-15 Teva Pharma Optische lösung a us 3-carbamoylmethyl-5-methyl- hexansäure
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US20090312560A1 (en) * 2008-06-10 2009-12-17 Lambertus Thijs Processes for making pregabalin and intermediates therefor
KR20100107500A (ko) * 2008-06-23 2010-10-05 테바 파마슈티컬 인더스트리즈 리미티드 (ｓ) 또는 (ｒ)-이소-부틸-글루타릭 에스테르의 입체선택적 효소 합성방법
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CN102952057B (zh) * 2012-11-07 2015-09-09 浙江普洛家园药业有限公司 一种4-异丁基吡咯烷-2-酮的制备方法
JP6225490B2 (ja) * 2013-05-31 2017-11-08 大日本印刷株式会社 医薬品包装体
US10076550B2 (en) * 2014-06-25 2018-09-18 Council Of Scientific & Industrial Research Synergistic pharmaceutical composition for gastroinestinal disorders
WO2016075082A1 (en) 2014-11-10 2016-05-19 Sandoz Ag Stereoselective reductive amination of alpha-chiral aldehydes using omega-transaminases for the synthesis of precursors of pregabalin and brivaracetam
CN104557576B (zh) * 2014-12-19 2019-07-19 浙江华海药业股份有限公司 一种高纯度普瑞巴林的制备方法
CN105348125A (zh) * 2015-11-26 2016-02-24 太仓运通生物化工有限公司 一种以异戊醛为原料合成普瑞巴林的方法
CN107445864B (zh) * 2017-08-09 2020-01-17 无锡殷达尼龙有限公司 一种纯化长碳链氰基酸产物的方法
CN108358799B (zh) * 2018-04-24 2020-11-10 贵州师范大学 一种普瑞巴林的制备方法
CN109503403B (zh) * 2018-12-21 2021-11-16 卓和药业集团股份有限公司 一种普瑞巴林的拆分方法
CN113248416B (zh) * 2020-02-10 2024-03-26 江西博腾药业有限公司 1-((苄氧基)羰基)-4-乙基吡咯烷-3-羧酸的制备方法及其应用
EP4103168A4 (en) 2020-02-14 2024-04-24 Council Scient Ind Res PROCESS FOR THE PRODUCTION OF GAMMA-AMINOBUTRY ACIDS AND THEIR ANALOGUES
CN111205288B (zh) 2020-02-19 2021-03-30 四川大学 一种(1S,12bS)内酰胺酯化合物的合成方法
CN113651717A (zh) * 2021-08-05 2021-11-16 浙江工业大学 一种光学纯异丁基丁二腈的消旋方法
CN113880724A (zh) * 2021-12-06 2022-01-04 南京桦冠生物技术有限公司 一种3-(2-氨基苯基)-2-丙烯酸酯的制备方法

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