CN105452228B - 制备非布索坦的新颖方法 - Google Patents

制备非布索坦的新颖方法 Download PDF

Info

Publication number
CN105452228B
CN105452228B CN201480044498.XA CN201480044498A CN105452228B CN 105452228 B CN105452228 B CN 105452228B CN 201480044498 A CN201480044498 A CN 201480044498A CN 105452228 B CN105452228 B CN 105452228B
Authority
CN
China
Prior art keywords
group
compound
copper
formula
febuxostat
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CN201480044498.XA
Other languages
English (en)
Chinese (zh)
Other versions
CN105452228A (zh
Inventor
T·V·科夫提斯
E·尼尔科斯米蒂斯
S·塔尔科赛斯
T·帕娜吉尔泰迪斯
T·安德烈乌
A-A·乌尔乌格力
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.)
Pharmathen SA
Original Assignee
Pharmathen SA
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 Pharmathen SA filed Critical Pharmathen SA
Publication of CN105452228A publication Critical patent/CN105452228A/zh
Application granted granted Critical
Publication of CN105452228B publication Critical patent/CN105452228B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN201480044498.XA 2013-08-07 2014-07-30 制备非布索坦的新颖方法 Expired - Fee Related CN105452228B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP2013002361 2013-08-07
EPPCT/EP2013/002361 2013-08-07
PCT/EP2014/002079 WO2015018507A2 (en) 2013-08-07 2014-07-30 A novel process for the preparation of febuxostat

Publications (2)

Publication Number Publication Date
CN105452228A CN105452228A (zh) 2016-03-30
CN105452228B true CN105452228B (zh) 2018-10-09

Family

ID=51302690

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201480044498.XA Expired - Fee Related CN105452228B (zh) 2013-08-07 2014-07-30 制备非布索坦的新颖方法

Country Status (4)

Country Link
JP (2) JP6585044B2 (enExample)
CN (1) CN105452228B (enExample)
ES (1) ES2772131T3 (enExample)
WO (1) WO2015018507A2 (enExample)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108440443A (zh) * 2018-05-16 2018-08-24 无棣锐新医药化工有限公司 非布索坦中间体的制备方法
CN109503512B (zh) * 2018-12-28 2021-05-07 大连理工大学 一种非布司他及其中间体的合成方法
CN109503513B (zh) * 2018-12-29 2020-09-25 嘉实（湖南）医药科技有限公司 一种非布司他中间体的“一锅法”合成方法
CN113072519A (zh) * 2021-04-01 2021-07-06 福建海西新药创制有限公司 一种利用微反应装置连续生产非布司他的方法
CN117924211A (zh) * 2023-12-06 2024-04-26 哈药集团技术中心 一种非布司他的制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005095400A1 (en) * 2004-03-30 2005-10-13 Vertex Pharmaceuticals Incorporated Azaindoles useful as inhibitors of jak and other protein kinases
CN102079731A (zh) * 2009-11-26 2011-06-01 上海和臣医药工程有限公司 一种2-(3-氰基-4-(2-甲基丙氧基)苯基)-4-甲基-5-噻唑甲酸的合成方法
WO2011141933A2 (en) * 2010-05-12 2011-11-17 Msn Laboratories Limited Process for preparation of 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid and its pharmaceutically acceptable salts
CN101723915B (zh) * 2009-12-25 2012-01-25 北京赛科药业有限责任公司 一种制备非布索坦中间体的方法
WO2012066561A1 (en) * 2010-11-08 2012-05-24 Matrix Laboratories Ltd An improved process for the preparation of 2-arylthiazole derivatives

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100221041B1 (ko) 1990-11-30 1999-09-15 야스이 쇼사꾸 2-아릴티아졸 유도체 및 그의 약제학적 조성물
JP2706037B2 (ja) 1993-04-13 1998-01-28 帝人株式会社 シアノ化合物およびその製造方法
JP2834971B2 (ja) * 1993-05-25 1998-12-14 帝人株式会社 ２−（４−アルコキシ−３−シアノフェニル）チアゾール誘導体の製造法およびその新規製造中間体
JP3202607B2 (ja) * 1996-08-01 2001-08-27 帝人株式会社 ２−（４−アルコキシ−３−シアノフェニル）チアゾール誘導体の製造法
CN101412700B (zh) 2007-10-19 2011-06-08 上海医药工业研究院 非布司他的晶型及其制备方法
EP2266966A1 (en) 2009-06-11 2010-12-29 Chemo Ibérica, S.A. A process for the preparation of febuxostat

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005095400A1 (en) * 2004-03-30 2005-10-13 Vertex Pharmaceuticals Incorporated Azaindoles useful as inhibitors of jak and other protein kinases
CN102079731A (zh) * 2009-11-26 2011-06-01 上海和臣医药工程有限公司 一种2-(3-氰基-4-(2-甲基丙氧基)苯基)-4-甲基-5-噻唑甲酸的合成方法
CN101723915B (zh) * 2009-12-25 2012-01-25 北京赛科药业有限责任公司 一种制备非布索坦中间体的方法
WO2011141933A2 (en) * 2010-05-12 2011-11-17 Msn Laboratories Limited Process for preparation of 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid and its pharmaceutically acceptable salts
WO2012066561A1 (en) * 2010-11-08 2012-05-24 Matrix Laboratories Ltd An improved process for the preparation of 2-arylthiazole derivatives

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
Copper-catalyzed aerobic oxidative synthesis of aryl nitriles from benzylic alcohols and aqueous ammonia;Chuanzhou Tao et al;《Organic & Biomolecular Chemistry》;20130320;第11卷;第3349-3354页，第3351页Table 3，第3350页右栏第2段 *
Direct Oxidative Conversion of Methylarenes into Aromatic Nitriles;Daisuke Tsuchiya et al;《Organic Letters》;20130731;第15卷(第16期);第4194-4197页 *
Direct transformation of aldehydes to nitriles using iodine in ammonia water;Sanjay Talukdar et al;《Tetrahedron Letters》;20010205;第42卷(第6期);第1103-1105页，第1103页Table 1，第1104页左栏Scheme (1)，右栏第2段 *
抗痛风药非布索坦的合成工艺研究;解鹏 等;《中国药物化学杂志》;20121031;第22卷(第5期);第369-372页 *
非布索坦的工艺改进;韩彩霞 等;《精细化工中间体》;20120630;第42卷(第3期);第39-40、69页 *

Also Published As

Publication number Publication date
JP6585044B2 (ja) 2019-10-02
WO2015018507A2 (en) 2015-02-12
CN105452228A (zh) 2016-03-30
JP2017509581A (ja) 2017-04-06
JP2019194203A (ja) 2019-11-07
WO2015018507A3 (en) 2015-10-22
ES2772131T3 (es) 2020-07-07

Similar Documents

Publication Publication Date Title
CN105452228B (zh) 制备非布索坦的新颖方法
EP2334639B1 (en) Processes for the preparation of aminosulfone compounds
US9056818B2 (en) Process for the preparation of derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid
WO2009149797A1 (en) Process of preparing derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid
CN103524358B (zh) 2,6-二氯苯胺的合成方法
CN115286491B (zh) 一种2-[2-(6-溴己氧基)乙氧基甲基]-1,3-二氯苯的制备方法
CN110437125A (zh) 一种Tezacaftor中间体II的制备方法
EP3030551B1 (en) A novel process for the preparation of febuxostat
CN101863836B (zh) 制备5,5-二苯基-2-硫代海因的方法
CN111454315A (zh) 一种雄甾-16-烯-3β-醇的合成方法
US20070117982A1 (en) Method for producing 1,2-unsaturated azasteroids
CN103819418A (zh) 一种合成唑草酮和唑草酮中间体的方法
CN102617339A (zh) 3-环丙基甲氧基-4-卤代苯甲酸或其衍生物及应用
CN102898373B (zh) Z-3-酰氧基-3-(1-乙基吡唑基)丙烯腈类化合物的制备方法
JPS631959B2 (enExample)
CN108069865A (zh) 2-二乙胺基丙醇的拆分方法及中间体
CN102276550A (zh) 2-芳基腈噻唑衍生物及其中间体的合成方法
KR20010073582A (ko) 방향족 프로피온산 유도체의 제조방법
CN102675119A (zh) 一种制备2,2'-二硝基二苯乙烯的方法
WO2019034094A1 (zh) 一种醇化合物的制备方法
JP2008069089A (ja) ４−アミノ−２−メルカプト−５−ピリミジンカルバルデヒドの製法
CN104011039A (zh) 磺酸盐的制造方法
HK1168588B (en) Process for the preparation of derivatives of 1-(2-halobiphenyl-4-yl)-cyclopropanecarboxylic acid
CN102627565A (zh) 一种2,2’-二硝基二苯乙烯的合成方法
JPS62167763A (ja) ２，２，６，６−テトラメチル−４−オキソピペリジンの製造方法

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20181009

CF01 Termination of patent right due to non-payment of annual fee