MA27761A1 - Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-ones - Google Patents

Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-ones

Info

Publication number
MA27761A1
MA27761A1 MA28545A MA28545A MA27761A1 MA 27761 A1 MA27761 A1 MA 27761A1 MA 28545 A MA28545 A MA 28545A MA 28545 A MA28545 A MA 28545A MA 27761 A1 MA27761 A1 MA 27761A1
Authority
MA
Morocco
Prior art keywords
quinolin
acetyl
hydroxy
haloacetyl
ones
Prior art date
Application number
MA28545A
Other languages
English (en)
Inventor
Olivier Lohse
Gerhard Penn
Hanspeter Schilling
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=33131902&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=MA27761(A1) "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 MA27761A1 publication Critical patent/MA27761A1/fr

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
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/08Bronchodilators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pulmonology (AREA)
  • Materials Engineering (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Quinoline Compounds (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)

Abstract

La présente invention a trait à un procédé de préparation de 5-((alph)-haloacétyl)-8-substitué oxy-(1H)-quinolin-2-ones. Le procédé comprend (i) la réaction de (a) 8-hydroxy-(1H)-quinolin-2-one avec un agent d'acylation et un acide de Lewis pour former du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one; ou (b) 8-hydroxy-(1H)-quinolin-2-one avec un agent d'acylation pour former du 8-acétoxy-(1H)-quinolin-2-one, et le traitement, in situ, du 8-acétoxy-(1H)-quinolin-2-one avec un acide de Lewis pour former du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one; ou (c) du 8-acétoxy-(1H)-quinolin-2-one avec un acide de Lewis pour former du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one ; (ii) la réaction du 5-acétyl-8-hydroxy-(1H)-quinolin-2-one préparé à l'étape (i) avec un composé ayant la formule RL en présence d'une base et d'un solvant pour former du 5-acétyl-8-substitué oxy-(1H)-quinolin-2-one, dans laquelle R est un groupe protecteur et L est un groupe partant ; et (iii) la réaction du 5-acétyl-8-substitué oxy-(1H)-quinolin-2-one avec un agent d'halogénation en présence d'un solvant pour former un 5-((alpha)-haloacétyl)-8-substitué oxy-(1H)-quinolin-2-one.
MA28545A 2003-04-02 2005-10-11 Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-ones MA27761A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US45972403P 2003-04-02 2003-04-02

Publications (1)

Publication Number Publication Date
MA27761A1 true MA27761A1 (fr) 2006-02-01

Family

ID=33131902

Family Applications (1)

Application Number Title Priority Date Filing Date
MA28545A MA27761A1 (fr) 2003-04-02 2005-10-11 Procede pour la preparation de 5-(haloacetyl)-8-(oxy substitue)-(1h)-quinolein-2-ones

Country Status (35)

Country Link
US (1) US7605267B2 (fr)
EP (1) EP1613599B8 (fr)
JP (1) JP4726778B2 (fr)
KR (1) KR101073740B1 (fr)
CN (1) CN1774423A (fr)
AR (2) AR043825A1 (fr)
AT (1) ATE491690T1 (fr)
AU (1) AU2004226212B2 (fr)
BR (1) BRPI0409154B1 (fr)
CA (1) CA2520990C (fr)
CL (1) CL2004000706A1 (fr)
CO (1) CO5700779A2 (fr)
CY (1) CY1111515T1 (fr)
DE (1) DE602004030553D1 (fr)
DK (1) DK1613599T3 (fr)
EC (1) ECSP056059A (fr)
ES (1) ES2358193T3 (fr)
HK (1) HK1086833A1 (fr)
HR (1) HRP20110184T1 (fr)
IL (1) IL171053A (fr)
IS (1) IS2800B (fr)
MA (1) MA27761A1 (fr)
MX (1) MXPA05010616A (fr)
MY (1) MY141871A (fr)
NO (1) NO331980B1 (fr)
NZ (1) NZ542623A (fr)
PE (2) PE20050211A1 (fr)
PL (1) PL1613599T3 (fr)
PT (1) PT1613599E (fr)
RU (1) RU2339621C2 (fr)
SI (1) SI1613599T1 (fr)
TN (1) TNSN05245A1 (fr)
TW (1) TWI324151B (fr)
WO (1) WO2004087668A1 (fr)
ZA (1) ZA200507603B (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0411056D0 (en) 2004-05-18 2004-06-23 Novartis Ag Organic compounds
GB0413960D0 (en) * 2004-06-22 2004-07-28 Novartis Ag Organic compounds
EP2044025B1 (fr) 2006-06-30 2012-10-03 Novartis AG Dérivés de quinolines et compositions pharmaceutiques de ces dérivés
WO2013132514A2 (fr) * 2012-03-09 2013-09-12 Rao Davuluri Ramamohan Nouveau procédé de préparation de (r)-5-[2-[(5, 6-diéthyl-2, 3-dihydro-1h-indèn-2-yl) amino]-1-hydroxyéthyl]-8-hydroxy quinoléin-2(1h)-one
CN102633717B (zh) * 2012-03-30 2013-11-20 西南大学 N-乙酰-喹啉-2(1h)酮类化合物及其制备方法和应用
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
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)
WO2015104718A2 (fr) 2014-01-09 2015-07-16 Davuluri, Ramamohan Rao Nouveau procédé de préparation d'indacatérol ou de ses sels pharmaceutiquement acceptables
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
CN107531636B (zh) * 2015-04-09 2022-11-25 正大天晴药业集团股份有限公司 茚达特罗或其盐的制备方法
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
CN108264483A (zh) * 2016-12-31 2018-07-10 天津金耀集团有限公司 一种马来酸茚达特罗的制备方法
CN109721534B (zh) * 2018-09-25 2022-05-20 四川海思科制药有限公司 一种马来酸茚达特罗中间体及其制备方法和用途
CN114751857A (zh) * 2022-04-29 2022-07-15 梯尔希(南京)药物研发有限公司 一种茚达特罗杂质的制备方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS539228B2 (fr) * 1974-01-31 1978-04-04
CA1164459A (fr) 1980-11-11 1984-03-27 Yung-Hsiung Yang Methode de preparation de (imidozo¬1,2-a| pyridine-2-yl)-carbostyrile ou de deries-3,4- dihydrocarbostyrile
JPS5896022A (ja) * 1981-11-30 1983-06-07 Otsuka Pharmaceut Co Ltd 強心剤
ES519384A0 (es) * 1983-01-28 1984-03-16 Espanola Farma Therapeut Procedimiento para la obtencion de un compuesto derivado de la 2-quinolinona.
ES8605239A1 (es) 1985-12-04 1986-03-16 Astur Pharma Un procedimiento para la preparacion de quinolonas sustitui-das
GB9405019D0 (en) * 1994-03-15 1994-04-27 Smithkline Beecham Plc Novel compounds
GB9913083D0 (en) * 1999-06-04 1999-08-04 Novartis Ag Organic compounds
GB0029562D0 (en) * 2000-12-04 2001-01-17 Novartis Ag Organic compounds
WO2003042160A1 (fr) * 2001-11-13 2003-05-22 Theravance, Inc. Agonistes de recepteur d'aryl aniline beta-2 adrenergique
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

Also Published As

Publication number Publication date
ZA200507603B (en) 2006-11-29
JP4726778B2 (ja) 2011-07-20
NO331980B1 (no) 2012-05-21
TWI324151B (en) 2010-05-01
ATE491690T1 (de) 2011-01-15
CY1111515T1 (el) 2015-08-05
CN1774423A (zh) 2006-05-17
CO5700779A2 (es) 2006-11-30
CL2004000706A1 (es) 2005-01-14
BRPI0409154A (pt) 2006-03-28
KR20050119678A (ko) 2005-12-21
PE20050211A1 (es) 2005-04-27
KR101073740B1 (ko) 2011-10-13
IL171053A (en) 2010-12-30
JP2006522055A (ja) 2006-09-28
TNSN05245A1 (en) 2007-06-11
PT1613599E (pt) 2011-03-17
PE20100399A1 (es) 2010-06-01
AU2004226212A1 (en) 2004-10-14
HRP20110184T1 (hr) 2011-04-30
NO20055099D0 (no) 2005-11-01
WO2004087668A1 (fr) 2004-10-14
RU2339621C2 (ru) 2008-11-27
AR103508A2 (es) 2017-05-17
MY141871A (en) 2010-07-16
DE602004030553D1 (de) 2011-01-27
US20060189653A1 (en) 2006-08-24
IS2800B (is) 2012-09-15
ECSP056059A (es) 2006-01-27
BRPI0409154B1 (pt) 2014-03-25
AR043825A1 (es) 2005-08-17
CA2520990A1 (fr) 2004-10-14
EP1613599A1 (fr) 2006-01-11
TW200504025A (en) 2005-02-01
MXPA05010616A (es) 2005-11-23
CA2520990C (fr) 2011-08-09
US7605267B2 (en) 2009-10-20
NO20055099L (no) 2006-01-02
ES2358193T3 (es) 2011-05-06
EP1613599B8 (fr) 2011-06-22
DK1613599T3 (da) 2011-03-28
SI1613599T1 (sl) 2011-04-29
IS8095A (is) 2005-10-27
EP1613599B1 (fr) 2010-12-15
HK1086833A1 (en) 2006-09-29
NZ542623A (en) 2008-07-31
PL1613599T3 (pl) 2011-05-31
AU2004226212B2 (en) 2008-02-21

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