CN1213998C - 用于制造抗叶酸剂的方法和中间体 - Google Patents

用于制造抗叶酸剂的方法和中间体 Download PDF

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Publication number
CN1213998C
CN1213998C CNB98809553XA CN98809553A CN1213998C CN 1213998 C CN1213998 C CN 1213998C CN B98809553X A CNB98809553X A CN B98809553XA CN 98809553 A CN98809553 A CN 98809553A CN 1213998 C CN1213998 C CN 1213998C
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CN
China
Prior art keywords
compound
general formula
reaction
protecting group
bond
Prior art date
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Expired - Fee Related
Application number
CNB98809553XA
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English (en)
Chinese (zh)
Other versions
CN1271338A (zh
Inventor
D·P·谢尔
B·J·斯莱特里
C·J·巴尼特
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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
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Publication date
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Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of CN1271338A publication Critical patent/CN1271338A/zh
Application granted granted Critical
Publication of CN1213998C publication Critical patent/CN1213998C/zh
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds 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
    • C07C229/04Compounds 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
    • C07C229/06Compounds 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 only one amino and one carboxyl group bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/02Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/24Sulfonic acids having sulfo groups bound to acyclic carbon atoms of a carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cephalosporin Compounds (AREA)
  • Pyrrole Compounds (AREA)
CNB98809553XA 1997-09-26 1998-09-18 用于制造抗叶酸剂的方法和中间体 Expired - Fee Related CN1213998C (zh)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US93838597A 1997-09-26 1997-09-26
US9303997P 1997-09-26 1997-09-26
US08/938,385 1997-09-26
US60/093,039 1997-09-26

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CNB031490409A Division CN1246295C (zh) 1997-09-26 1998-09-18 用于制造抗叶酸剂的方法和中间体

Publications (2)

Publication Number Publication Date
CN1271338A CN1271338A (zh) 2000-10-25
CN1213998C true CN1213998C (zh) 2005-08-10

Family

ID=26786718

Family Applications (2)

Application Number Title Priority Date Filing Date
CNB031490409A Expired - Fee Related CN1246295C (zh) 1997-09-26 1998-09-18 用于制造抗叶酸剂的方法和中间体
CNB98809553XA Expired - Fee Related CN1213998C (zh) 1997-09-26 1998-09-18 用于制造抗叶酸剂的方法和中间体

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CNB031490409A Expired - Fee Related CN1246295C (zh) 1997-09-26 1998-09-18 用于制造抗叶酸剂的方法和中间体

Country Status (18)

Country Link
US (1) US6013828A (enExample)
JP (1) JP2001518459A (enExample)
KR (1) KR20010030712A (enExample)
CN (2) CN1246295C (enExample)
AU (1) AU740087B2 (enExample)
BR (1) BR9812524A (enExample)
CA (1) CA2304656A1 (enExample)
CZ (1) CZ301563B6 (enExample)
EA (1) EA002452B3 (enExample)
HU (1) HUP0003954A3 (enExample)
ID (1) ID24165A (enExample)
IL (1) IL135190A (enExample)
NO (2) NO314456B1 (enExample)
NZ (1) NZ503600A (enExample)
PL (1) PL196216B1 (enExample)
TR (1) TR200001220T2 (enExample)
UA (1) UA53742C2 (enExample)
WO (1) WO1999016742A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103459392B (zh) * 2011-03-25 2016-08-17 台湾神隆股份有限公司 一种制备培美曲塞盐的方法

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1212325A2 (en) * 1999-08-23 2002-06-12 Eli Lilly And Company A novel crystalline form of disodium n-[4-[2-(2-amino-4,7-dihydro-4-oxo-3h-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid salt and processes therefor
PL208061B1 (pl) * 2000-02-25 2011-03-31 Lilly Co Eli Postać krystaliczna heptahydratu soli disodowej kwasu N-[4-[2-(2-amino-4,7-dihydro-4-okso-3H-pirolo [2,3-d]-pirymidyn-5-ylo) etylo] benzoilo]-L-glutaminowego i jej zastosowanie
CN100379729C (zh) * 2006-04-06 2008-04-09 海南天源康泽医药科技有限公司 硝基化合物及其在培美曲塞制备中的应用
EP1945645B1 (en) * 2006-08-14 2010-12-01 Sicor, Inc. Crystalline forms of pemetrexed diacid and processes for the preparation thereof
KR20090052355A (ko) * 2006-08-14 2009-05-25 시코르, 인크. 순도가 높은 페메트렉세드 이산 및 이의 제조 방법
KR20100014854A (ko) * 2007-04-03 2010-02-11 닥터 레디스 레보러터리즈 리미티드 페메트렉세드의 고체 형태
CN101417998B (zh) 2007-10-24 2012-10-24 重庆医药工业研究院有限责任公司 一种培美曲塞盐的纯化方法
CN101591247B (zh) * 2008-05-30 2012-09-05 上海希迪制药有限公司 合成4-(4-甲酯基苯基)丁醛的方法
CN101684121B (zh) * 2008-09-22 2013-04-03 重庆医药工业研究院有限责任公司 培美曲塞二酸的新晶型及其制备方法
US9174991B2 (en) 2009-11-24 2015-11-03 Azad Pharmaceutical Ingredients Ag Crystalline form of pemetrexed disodium
IT1401677B1 (it) * 2010-07-22 2013-08-02 Chemi Spa Nuovo processo per la sintesi di pemetrexed sale disodico
WO2012017443A1 (en) 2010-08-02 2012-02-09 Neon Laboratories Ltd. Process for preparation of highly pure dialkyl pemetrexed
EP2675808A4 (en) * 2011-02-15 2014-07-09 Hetero Research Foundation PROCESS FOR OBTAINING DISODIUM PEMETREXED
US9051322B2 (en) 2011-03-23 2015-06-09 Scinopharm Taiwan, Ltd. Process for the production of a pemetrexed salt
TW201307276A (zh) 2011-05-05 2013-02-16 Lonza Ag 製備4,4-二烷氧基-1-丁烯-1-基芳烴
CN102911176B (zh) * 2012-10-10 2015-07-22 德州德药制药有限公司 一种培美曲塞二钠的制备方法
CN102887902B (zh) * 2012-10-10 2015-05-20 北京莱瑞森医药科技有限公司 一种合成高纯度培美酸的制备工艺
KR101578093B1 (ko) * 2013-09-05 2015-12-16 주식회사 삼양바이오팜 고순도 페메트렉세드 제조를 위한 향상된 중간체 제조 방법 및 이를 사용하여 고순도 페메트렉세드를 제조하는 방법
NZ630292A (en) 2013-11-25 2015-02-27 Shilpa Medicare Ltd Process for crystalline pemetrexed dipotassium salt
CN104817563B (zh) * 2015-05-11 2017-10-27 宁波美诺华药业股份有限公司 培美曲塞‑n,n‑二苄基乙二胺盐的制备方法
CN109836425B (zh) * 2017-11-24 2023-01-24 江苏创诺制药有限公司 一种合成培美酸的制备工艺
CN109721604B (zh) * 2019-01-25 2021-03-23 南京亚东启天药业有限公司 培美曲塞酸的制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4895946A (en) * 1987-10-26 1990-01-23 The Trustees Of Princeton University Process for the preparation of fused pyridine compounds
NO169490C (no) * 1988-03-24 1992-07-01 Takeda Chemical Industries Ltd Analogifremgangsmaate for fremstilling av terapeutisk aktive pyrrolopyrimidinderivater
JP2983254B2 (ja) * 1989-06-14 1999-11-29 武田薬品工業株式会社 ピロロ〔2,3―d〕ピリミジン誘導体の製造法およびその中間体
EP0438261A3 (en) * 1990-01-16 1992-02-26 Takeda Chemical Industries, Ltd. Condensed heterocyclic glutamic acid derivatives, their production and use
RU2127274C1 (ru) * 1992-09-25 1999-03-10 Эли Лилли Энд Компани СПОСОБ ПОЛУЧЕНИЯ 5-ЗАМЕЩЕННЫХ ПИРРОЛО (2,3-α)ПИРИМИДИНОВ
US5416211A (en) * 1992-09-25 1995-05-16 Eli Lilly And Company Process for preparing 5-substituted pyrrolo-[2,3-d]pyrimidines
CZ283345B6 (cs) * 1993-05-24 1998-03-18 Eli Lilly And Company Způsob přípravy v poloze 5 substituovaného derivátu pyrrolo [2,3-d]pyrimidinu

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103459392B (zh) * 2011-03-25 2016-08-17 台湾神隆股份有限公司 一种制备培美曲塞盐的方法

Also Published As

Publication number Publication date
NO20001554L (no) 2000-05-24
CN1246295C (zh) 2006-03-22
IL135190A (en) 2005-03-20
CZ301563B6 (cs) 2010-04-14
TR200001220T2 (tr) 2001-05-21
EA002452B1 (ru) 2002-04-25
WO1999016742A1 (en) 1999-04-08
NO2005007I2 (no) 2008-02-11
EA002452B3 (ru) 2018-02-28
UA53742C2 (uk) 2003-02-17
JP2001518459A (ja) 2001-10-16
ID24165A (id) 2000-07-13
IL135190A0 (en) 2001-05-20
HUP0003954A2 (hu) 2001-09-28
CN1271338A (zh) 2000-10-25
NO314456B1 (no) 2003-03-24
US6013828A (en) 2000-01-11
NO20001554D0 (no) 2000-03-24
CA2304656A1 (en) 1999-04-08
AU9493798A (en) 1999-04-23
NO2005007I1 (no) 2005-04-04
CN1475477A (zh) 2004-02-18
PL339452A1 (en) 2000-12-18
BR9812524A (pt) 2000-07-25
EA200000359A1 (ru) 2000-10-30
AU740087B2 (en) 2001-11-01
PL196216B1 (pl) 2007-12-31
NZ503600A (en) 2001-08-31
HUP0003954A3 (en) 2002-12-28
KR20010030712A (ko) 2001-04-16

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Granted publication date: 20050810

Termination date: 20160918