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TWI347317B - Process for preparing 8-substituted oxy-5-(r)-2-halo-1-hydroxy-ethyl)-(1h)-quinolin-2-ones or acceptable solvates thereof and use of the product obtained therefrom - Google Patents

Process for preparing 8-substituted oxy-5-(r)-2-halo-1-hydroxy-ethyl)-(1h)-quinolin-2-ones or acceptable solvates thereof and use of the product obtained therefrom

Info

Publication number
TWI347317B
TWI347317B TW094120524A TW94120524A TWI347317B TW I347317 B TWI347317 B TW I347317B TW 094120524 A TW094120524 A TW 094120524A TW 94120524 A TW94120524 A TW 94120524A TW I347317 B TWI347317 B TW I347317B
Authority
TW
Taiwan
Prior art keywords
quinolin
halo
hydroxy
ones
ethyl
Prior art date
Application number
TW094120524A
Other languages
English (en)
Other versions
TW200615265A (en
Inventor
Olivier Lohse
Caspar Vogel
Gerhard Penn
Original Assignee
Novartis Ag
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=32799952&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=TWI347317(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Novartis Ag filed Critical Novartis Ag
Publication of TW200615265A publication Critical patent/TW200615265A/zh
Application granted granted Critical
Publication of TWI347317B publication Critical patent/TWI347317B/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20Oxygen atoms
    • C07D215/24Oxygen atoms attached in position 8
    • C07D215/26Alcohols; Ethers thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20Oxygen atoms
    • C07D215/24Oxygen atoms attached in position 8
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/04Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D251/06Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to ring nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pulmonology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
TW094120524A 2004-06-22 2005-06-21 Process for preparing 8-substituted oxy-5-(r)-2-halo-1-hydroxy-ethyl)-(1h)-quinolin-2-ones or acceptable solvates thereof and use of the product obtained therefrom TWI347317B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0413960.6A GB0413960D0 (en) 2004-06-22 2004-06-22 Organic compounds

Publications (2)

Publication Number Publication Date
TW200615265A TW200615265A (en) 2006-05-16
TWI347317B true TWI347317B (en) 2011-08-21

Family

ID=32799952

Family Applications (1)

Application Number Title Priority Date Filing Date
TW094120524A TWI347317B (en) 2004-06-22 2005-06-21 Process for preparing 8-substituted oxy-5-(r)-2-halo-1-hydroxy-ethyl)-(1h)-quinolin-2-ones or acceptable solvates thereof and use of the product obtained therefrom

Country Status (32)

Country Link
US (2) US20090054653A1 (zh)
EP (1) EP1791820B1 (zh)
JP (1) JP5064214B2 (zh)
KR (1) KR101179302B1 (zh)
CN (1) CN1968927B (zh)
AR (2) AR049553A1 (zh)
AT (1) ATE450512T1 (zh)
AU (1) AU2005254698B2 (zh)
BR (1) BRPI0512298A (zh)
CA (1) CA2566388C (zh)
CY (1) CY1109884T1 (zh)
DE (1) DE602005018076D1 (zh)
DK (1) DK1791820T3 (zh)
EC (1) ECSP067100A (zh)
ES (1) ES2337273T3 (zh)
GB (1) GB0413960D0 (zh)
HR (1) HRP20100087T1 (zh)
IL (1) IL179600A (zh)
MA (1) MA28687B1 (zh)
MX (1) MXPA06014695A (zh)
MY (1) MY142051A (zh)
NO (1) NO339079B1 (zh)
NZ (1) NZ551276A (zh)
PE (1) PE20060304A1 (zh)
PL (1) PL1791820T3 (zh)
PT (1) PT1791820E (zh)
RU (1) RU2383534C2 (zh)
SI (1) SI1791820T1 (zh)
TN (1) TNSN06408A1 (zh)
TW (1) TWI347317B (zh)
WO (1) WO2005123684A2 (zh)
ZA (1) ZA200609257B (zh)

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ES2396987T3 (es) 2006-06-30 2013-03-01 Novartis Ag Derivados de quinolina y sus composiciones farmacéuticas
EP1914227A1 (en) * 2006-08-31 2008-04-23 Novartis AG Polymorphic crystal form of a indan-2-ylamino-hydroxyethyl-quinolinone maleate derivative as beta-adrenoceptor agonist
US8877930B2 (en) 2009-11-04 2014-11-04 Massachusetts Institute Of Technology Continuous flow synthesis of amino alcohols using microreactors
US8680303B2 (en) 2010-03-01 2014-03-25 Massachusetts Institute Of Technology Epoxidation catalysts
EA022046B1 (ru) 2010-07-14 2015-10-30 Новартис Аг Гетероциклические соединения, агонисты рецептора ip
JOP20120023B1 (ar) 2011-02-04 2022-03-14 Novartis Ag صياغات مساحيق جافة من جسيمات تحتوي على واحد أو اثنين من المواد الفعالة لعلاج امراض ممرات الهواء الانسدادية او الالتهابية
AR089698A1 (es) 2012-01-13 2014-09-10 Novartis Ag Compuestos heterociclicos antagonistas del receptor ip
US9115129B2 (en) 2012-01-13 2015-08-25 Novartis Ag Substituted pyrido[2,3-B]pyrazines as IP receptor agonists
US20150005311A1 (en) 2012-01-13 2015-01-01 Novartis Ag IP receptor agonist heterocyclic compounds
EP2802584B1 (en) 2012-01-13 2015-11-18 Novartis AG Salts of an ip receptor agonist
US20140357641A1 (en) 2012-01-13 2014-12-04 Novartis Ag IP receptor agonist heterocyclic compounds
EP2802581A1 (en) 2012-01-13 2014-11-19 Novartis AG 7,8- dihydropyrido [3, 4 - b]pyrazines as ip receptor agonists for the treatment of pulmonary arterial hypertension (pah) and related disorders
CN104379566B (zh) * 2012-07-11 2016-08-24 上海威智医药科技有限公司 茚达特罗中间体及茚达特罗的合成方法
EP3138837B1 (en) 2012-09-21 2021-11-24 Crystal Pharma, S.A.U. Indacaterol free base in solid form
WO2014044288A1 (en) 2012-09-21 2014-03-27 Crystal Pharma Sa Methods for the preparation of indacaterol and pharmaceutically acceptable salts thereof
CA2895448A1 (en) 2012-12-19 2014-06-26 Novartis Ag Autotaxin inhibitors
US9604981B2 (en) 2013-02-13 2017-03-28 Novartis Ag IP receptor agonist heterocyclic compounds
US9452139B2 (en) 2013-03-14 2016-09-27 Novartis Ag Respirable agglomerates of porous carrier particles and micronized drug
BR112015020443A8 (pt) 2013-03-14 2019-11-12 Novartis Ag formulação em pó para inalação, seus usos e seu processo de preparação, e composição farmacêutica
CZ306252B6 (cs) 2013-03-15 2016-10-26 Zentiva, K.S. Způsob přípravy 5-[(R)-2-(5,6-diethylindan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-(1H)-chinolin-2-onu (indacaterolu)
WO2014154841A1 (en) 2013-03-27 2014-10-02 Laboratorios Lesvi, S.L. Process for the manufacture of (r)-5-[2-(5,6-diethylindan-2-ylamino)-1-hydroxyethyl]-8-hydroxy-(1h)-quinolin-2-one
US20160168119A1 (en) 2013-07-18 2016-06-16 Novartis Ag Autotaxin inhibitors
US9763957B2 (en) 2013-07-18 2017-09-19 Novartis Ag Autotaxin inhibitors
ES2815123T3 (es) 2014-01-09 2021-03-29 Davuluri Ramamohan Rao Proceso novedoso para la preparación de indacaterol o sus sales aceptables farmacéuticamente
RU2016141948A (ru) 2014-03-27 2018-04-27 Новартис Аг Высушенные распылением дисперсии твердое-в-масле-в-воде активных фармацевтических ингредиентов для ингаляции
EP3134398A1 (en) 2014-04-24 2017-03-01 Novartis Ag Autotaxin inhibitors
CN105693603B (zh) * 2014-11-24 2019-11-29 上海医药工业研究院 改良的马来酸茚达特罗制备工艺
KR101769204B1 (ko) * 2015-08-04 2017-08-17 씨제이헬스케어 주식회사 크로마놀 유도체의 신규한 제조방법
ES2747905T3 (es) 2015-09-29 2020-03-12 Inke Sa Solvato mixto de L-tartrato de (R)-5-[2-(5,6-dietilindan-2-ilamino)-1-hidroxietil]-8-hidroxi-1H-quinolin-2-ona
US10418663B2 (en) 2016-05-17 2019-09-17 Industrial Technology Research Institute Metal-ion battery
CN107868045A (zh) * 2016-09-28 2018-04-03 四川海思科制药有限公司 一种茚达特罗中间体的制备方法
CN114591236A (zh) * 2020-12-02 2022-06-07 四川海思科制药有限公司 一种茚达特罗的改进制备方法
CN113731406B (zh) * 2021-10-12 2023-07-28 南京工业大学 一种提高钯碳活性加氢脱除保护基的方法

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GB9405019D0 (en) * 1994-03-15 1994-04-27 Smithkline Beecham Plc Novel compounds
EP0952832B1 (en) * 1996-05-20 2008-08-27 Darwin Discovery Limited Quinoline carboxamides as tnf inhibitors and as pde-iv inhibitors
GB9913083D0 (en) * 1999-06-04 1999-08-04 Novartis Ag Organic compounds
TWI249515B (en) * 2001-11-13 2006-02-21 Theravance Inc Aryl aniline beta2 adrenergic receptor agonists
TWI324150B (en) * 2003-02-28 2010-05-01 Novartis Ag Process for preparing 5-[(r)-2-(5,6-diethyl-indan-2-ylamino)-1-hydroxy-ethyl]-8-hydroxy-(1h)-quinolin-2-one salt
PE20100399A1 (es) * 2003-04-02 2010-06-01 Novartis Ag Procedimiento para preparar oxi-(1h)-quinolin-2-onas 5-(alfa-haloacetil)-8-sustituidas

Also Published As

Publication number Publication date
DK1791820T3 (da) 2010-04-06
TW200615265A (en) 2006-05-16
AR049553A1 (es) 2006-08-16
EP1791820A2 (en) 2007-06-06
EP1791820B1 (en) 2009-12-02
PL1791820T3 (pl) 2010-05-31
WO2005123684A2 (en) 2005-12-29
ES2337273T3 (es) 2010-04-22
ECSP067100A (es) 2007-01-26
IL179600A0 (en) 2007-05-15
CN1968927A (zh) 2007-05-23
US20090054653A1 (en) 2009-02-26
NZ551276A (en) 2010-06-25
ATE450512T1 (de) 2009-12-15
MY142051A (en) 2010-08-30
RU2007102228A (ru) 2008-07-27
ZA200609257B (en) 2008-07-30
TNSN06408A1 (en) 2008-02-22
MA28687B1 (fr) 2007-06-01
DE602005018076D1 (de) 2010-01-14
RU2383534C2 (ru) 2010-03-10
AU2005254698B2 (en) 2008-09-25
US20120220775A1 (en) 2012-08-30
NO20070400L (no) 2007-03-21
GB0413960D0 (en) 2004-07-28
WO2005123684A3 (en) 2006-06-01
JP5064214B2 (ja) 2012-10-31
MXPA06014695A (es) 2007-02-12
HK1105121A1 (zh) 2008-02-01
PT1791820E (pt) 2010-02-23
CN1968927B (zh) 2010-07-21
CY1109884T1 (el) 2014-09-10
SI1791820T1 (sl) 2010-04-30
BRPI0512298A (pt) 2008-03-25
IL179600A (en) 2011-11-30
CA2566388A1 (en) 2005-12-29
CA2566388C (en) 2013-04-16
AR082981A2 (es) 2013-01-23
PE20060304A1 (es) 2006-05-19
AU2005254698A1 (en) 2005-12-29
HRP20100087T1 (hr) 2010-06-30
JP2008503526A (ja) 2008-02-07
KR20070029752A (ko) 2007-03-14
KR101179302B1 (ko) 2012-09-03
NO339079B1 (no) 2016-11-07

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