CA2389514A1 - Procedes de preparation du sumatriptan et composes associes - Google Patents

Procedes de preparation du sumatriptan et composes associes Download PDF

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Publication number
CA2389514A1
CA2389514A1 CA002389514A CA2389514A CA2389514A1 CA 2389514 A1 CA2389514 A1 CA 2389514A1 CA 002389514 A CA002389514 A CA 002389514A CA 2389514 A CA2389514 A CA 2389514A CA 2389514 A1 CA2389514 A1 CA 2389514A1
Authority
CA
Canada
Prior art keywords
formula
compound
acid
salt
give
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.)
Abandoned
Application number
CA002389514A
Other languages
English (en)
Inventor
Nicholas John Holman
Christopher Lyndon Friend
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.)
BASF SE
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2389514A1 publication Critical patent/CA2389514A1/fr
Abandoned legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • 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
    • A61P25/06—Antimigraine agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pain & Pain Management (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La présente invention se rapporte à un procédé de préparation de phénylhydrazines de formule (I) dans laquelle R représente CH¿2?SO¿2?NHCH¿3?, CH¿2?CH¿2?SO¿2?Ph, CH¿2?CH¿2?SO¿2?NHMe ou un groupe de structure (A), (B), (C), consistant à réduire par un sel de dithionite un sel de diazonium représenté par la formule (II), dans laquelle X représente un anion dérivé de l'acide chlorhydrique, de l'acide sulfurique, de l'acide acétique, de l'acide phosphorique, de l'acide tétrafluoroborique ou de l'acide bromhydrique. Les phénylhydrazines résultantes peuvent être transformées en dérivés indole correspondants par une synthèse d'indole de Fischer.
CA002389514A 1999-11-06 2000-10-27 Procedes de preparation du sumatriptan et composes associes Abandoned CA2389514A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9926250.3 1999-11-06
GBGB9926250.3A GB9926250D0 (en) 1999-11-06 1999-11-06 Chemical process
PCT/EP2000/010581 WO2001034561A1 (fr) 1999-11-06 2000-10-27 Procedes de preparation du sumatriptan et composes associes

Publications (1)

Publication Number Publication Date
CA2389514A1 true CA2389514A1 (fr) 2001-05-17

Family

ID=10864031

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002389514A Abandoned CA2389514A1 (fr) 1999-11-06 2000-10-27 Procedes de preparation du sumatriptan et composes associes

Country Status (8)

Country Link
EP (1) EP1226116A1 (fr)
JP (1) JP2003513953A (fr)
AR (1) AR026362A1 (fr)
AU (1) AU1145201A (fr)
CA (1) CA2389514A1 (fr)
GB (1) GB9926250D0 (fr)
IL (1) IL148640A0 (fr)
WO (1) WO2001034561A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2204303B2 (es) 2002-08-07 2004-12-16 Laboratorios Vita, S.A. Procedimiento para la obtencion de un compuesto farmaceuticamente activo.
CA2508290C (fr) 2002-12-20 2017-02-28 Ciba Specialty Chemicals Holding Inc. Synthese d'amines et intermediaires pour cette synthese
EP1626956A1 (fr) * 2003-05-12 2006-02-22 Potluri, Ramesh Babu Nouveau procede pour la preparation de derives d'indole
KR100566562B1 (ko) 2004-04-23 2006-03-31 주식회사 카이로제닉스 수마트립탄의 제조방법
WO2005103035A1 (fr) * 2004-04-23 2005-11-03 Pfizer Limited Preparation d'eletriptan consistant en une synthese modifiee d'indole par la methode de fischer
CN101842352A (zh) * 2007-08-02 2010-09-22 基因里克斯(英国)有限公司 新方法
CN102351754A (zh) * 2011-08-03 2012-02-15 山东新华制药股份有限公司 4-氨基-n-甲基苯甲磺酰胺的制备工艺
CN102432519B (zh) * 2011-11-21 2013-12-11 山东新华制药股份有限公司 3-(2-氨乙基)-n-甲基-1h-吲哚-5-甲烷磺酰胺的制备方法
CN102964287B (zh) * 2012-11-13 2014-04-09 苏州永健生物医药有限公司 一种3-（4-氯丁基）-5-氰基吲哚的合成方法
CN106397359B (zh) * 2016-08-31 2017-12-05 重庆华森制药股份有限公司 阿莫曲坦中间体4‑(1‑吡咯烷基磺酰甲基)‑苯肼的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GR79215B (fr) * 1982-06-07 1984-10-22 Glaxo Group Ltd
HU196752B (en) * 1983-12-06 1989-01-30 Glaxo Group Ltd Process for production of medical compositions containing indole-derivatives and these compounds
GB2162522B (en) * 1984-08-01 1988-02-24 Glaxo Group Ltd An indole derivative
DE3531658A1 (de) * 1985-09-05 1987-03-12 Boehringer Mannheim Gmbh Heterocyclisch substituierte indole, zwischenprodukte, verfahren zu ihrer herstellung und arzneimittel
US5272145A (en) * 1989-08-22 1993-12-21 Merck Frosst Canada, Inc. (Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes
GB9026998D0 (en) * 1990-12-12 1991-01-30 Glaxo Group Ltd Medicaments

Also Published As

Publication number Publication date
JP2003513953A (ja) 2003-04-15
AR026362A1 (es) 2003-02-05
WO2001034561A1 (fr) 2001-05-17
AU1145201A (en) 2001-06-06
EP1226116A1 (fr) 2002-07-31
GB9926250D0 (en) 2000-01-12
IL148640A0 (en) 2002-09-12

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Legal Events

Date Code Title Description
FZDE Discontinued