CA2756234C - Synthesis of 3-{[(2r)-1-methylpyrrolidin-2-yl]methyl}-5-[2-(phenylsulfonyl)ethyl]-1h-indole - Google Patents

Synthesis of 3-{[(2r)-1-methylpyrrolidin-2-yl]methyl}-5-[2-(phenylsulfonyl)ethyl]-1h-indole Download PDF

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Publication number
CA2756234C
CA2756234C CA2756234A CA2756234A CA2756234C CA 2756234 C CA2756234 C CA 2756234C CA 2756234 A CA2756234 A CA 2756234A CA 2756234 A CA2756234 A CA 2756234A CA 2756234 C CA2756234 C CA 2756234C
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CA
Canada
Prior art keywords
salt
eletriptan
process according
formula
hydrobromide
Prior art date
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CA2756234A
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English (en)
French (fr)
Other versions
CA2756234A1 (en
Inventor
Siro Serafini
Andrea Castellin
Claudio Dal Santo
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.)
Fabbrica Italiana Sintetici SpA (FIS)
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Fabbrica Italiana Sintetici SpA (FIS)
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Publication of CA2756234A1 publication Critical patent/CA2756234A1/en
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Publication of CA2756234C publication Critical patent/CA2756234C/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pain & Pain Management (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biomedical Technology (AREA)
  • Pharmacology & Pharmacy (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)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
CA2756234A 2009-04-22 2009-11-09 Synthesis of 3-{[(2r)-1-methylpyrrolidin-2-yl]methyl}-5-[2-(phenylsulfonyl)ethyl]-1h-indole Active CA2756234C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
ITMI2009A000678A IT1393700B1 (it) 2009-04-22 2009-04-22 Sintesi di 3-{[(2r)-1-metilpirrolidin-2-il]metil}-5-[2-(fenilsulfonil)etil]-1h-indolo
ITMI2009A000678 2009-04-22
PCT/EP2009/064850 WO2010121673A1 (en) 2009-04-22 2009-11-09 Synthesis of 3-{[(2r)-1-methylpyrrolidin-2-yl]methyl}-5-[2-(phenylsulfonyl)ethyl]-1h-indole

Publications (2)

Publication Number Publication Date
CA2756234A1 CA2756234A1 (en) 2010-10-28
CA2756234C true CA2756234C (en) 2017-01-03

Family

ID=41314669

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2756234A Active CA2756234C (en) 2009-04-22 2009-11-09 Synthesis of 3-{[(2r)-1-methylpyrrolidin-2-yl]methyl}-5-[2-(phenylsulfonyl)ethyl]-1h-indole

Country Status (8)

Country Link
US (1) US8426612B2 (https=)
EP (1) EP2421853B1 (https=)
JP (1) JP5663559B2 (https=)
CN (1) CN102414198B (https=)
CA (1) CA2756234C (https=)
ES (1) ES2432066T3 (https=)
IT (1) IT1393700B1 (https=)
WO (1) WO2010121673A1 (https=)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102786514B (zh) * 2012-07-26 2014-01-29 武汉人福医药集团股份有限公司 依来曲普坦的制备方法
CN104341397A (zh) * 2013-07-31 2015-02-11 上海威智医药科技有限公司 具晶型的依来曲普坦自由碱及其制法和应用
CN105175397B (zh) * 2015-09-15 2017-10-10 上海现代哈森（商丘）药业有限公司 一种氢溴酸依立曲坦合成方法
JP2019502761A (ja) * 2016-01-21 2019-01-31 ラボラトリオス レヴィ エセエレ （（ｒ）−３−［（−１−メチルピロリジン−２−イル）メチル］−５−（２−フェニルスルホニルエチル）−１ｈ−インドールを作製する方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL170330B1 (pl) 1990-10-15 1996-11-29 Pfizer Sposób wytwarzania nowych pochodnych indolu PL PL PL PL PL PL
US5545644A (en) * 1990-10-15 1996-08-13 Pfizer Inc. Indole derivatives
US5607951A (en) * 1990-10-15 1997-03-04 Pfizer Inc Indole derivatives
GB9417310D0 (en) 1994-08-27 1994-10-19 Pfizer Ltd Therapeutic agents
GB9923314D0 (en) * 1999-10-01 1999-12-08 Pfizer Ltd Acylation process
US20030166704A1 (en) 2000-12-20 2003-09-04 Pfizer Inc. New process
GB0031094D0 (en) * 2000-12-20 2001-01-31 Pfizer Ltd New Process
JP2006522790A (ja) 2003-04-11 2006-10-05 ファイザー・インク エレトリプタンと重炭酸ナトリウムを含む医薬組み合わせ物
GB0317229D0 (en) * 2003-07-23 2003-08-27 Pfizer Ltd Improved process
US6927296B2 (en) * 2003-07-23 2005-08-09 Pfizer Inc. Process
EP2093224A1 (en) 2007-05-01 2009-08-26 Plus Chemicals B.V. Process for preparing eletriptan hydrobromide form beta
US20080319205A1 (en) * 2007-05-29 2008-12-25 Roman Bednar Process for preparing 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole
WO2009077858A2 (en) 2007-12-17 2009-06-25 Actavis Group Ptc Ehf Novel hemioxalate salt of eletriptan
US20090299077A1 (en) 2008-05-22 2009-12-03 Vinod Kumar Kansal Salts of (R)-5-(2phenylsulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole, 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole and of eletriptan

Also Published As

Publication number Publication date
JP2012524736A (ja) 2012-10-18
IT1393700B1 (it) 2012-05-08
CA2756234A1 (en) 2010-10-28
EP2421853A1 (en) 2012-02-29
JP5663559B2 (ja) 2015-02-04
US20110166364A1 (en) 2011-07-07
ES2432066T3 (es) 2013-11-29
EP2421853B1 (en) 2013-07-24
CN102414198A (zh) 2012-04-11
WO2010121673A1 (en) 2010-10-28
ITMI20090678A1 (it) 2010-10-23
CN102414198B (zh) 2014-11-12
US8426612B2 (en) 2013-04-23

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