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WO2009001374A3 - Préparation de éthyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phényl]-3-oxopropanoate, clé intermédiaire pour le sodium de montelukast - Google Patents

Préparation de éthyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phényl]-3-oxopropanoate, clé intermédiaire pour le sodium de montelukast Download PDF

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Publication number
WO2009001374A3
WO2009001374A3 PCT/IN2008/000398 IN2008000398W WO2009001374A3 WO 2009001374 A3 WO2009001374 A3 WO 2009001374A3 IN 2008000398 W IN2008000398 W IN 2008000398W WO 2009001374 A3 WO2009001374 A3 WO 2009001374A3
Authority
WO
WIPO (PCT)
Prior art keywords
ethenyl
quinolinyl
chloro
ethyl
phenyl
Prior art date
Application number
PCT/IN2008/000398
Other languages
English (en)
Other versions
WO2009001374A2 (fr
Inventor
Ventaka Subba Raju Gottumukkala
Someswara Rao Casukhela
Satyanarayana Chava
Seeta Ramanjaneyulu Gorantla
Original Assignee
Aptuit Laurus Pvt Ltd
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 Aptuit Laurus Pvt Ltd filed Critical Aptuit Laurus Pvt Ltd
Publication of WO2009001374A2 publication Critical patent/WO2009001374A2/fr
Publication of WO2009001374A3 publication Critical patent/WO2009001374A3/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic 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
    • C07D215/16—Heterocyclic 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
    • C07D215/18—Halogen atoms or nitro radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Quinoline Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention porte sur un procédé de préparation de β- cétoester de formule (III) qui consiste à : (a) condenser alkyl 3- formylbenzoate avec 7-Chloroquinaldine pour obtenir alkyl 3-[((7-chloro-2-quinolinyl) ethenyl)] benzoate; et (b) faire réagir alkyl 3-[((7-chloro-2-quinolinyl) ethenyl)] benzoate avec un ester alkylique en présence d'hybrides métalliques/alcoxydes métalliques pour obtenir un composé β- cétoester de formule structurale (III) ou (a) condenser l'isophthalaldéhyde avec 7-Chloroquinaldine pour obtenir Ethyl 3-[((7-chloro-2- quinolinyl) ethenyl)] benzaldéhyde; (b) faire réagir Ethyl 3-[((7-chloro-2-quinolinyl) ethenyl)] benzaldéhyde avec un α-halo ester en présence d'un catalyseur métallique pour obtenir Ethyl 3'-[((7-chloro- 2-quinolinyl) ethenyl)phenyl] -3 -hydroxy propanoate; et (c) traiter Ethyl 3'-[((7-chloro-2- quinolinyl)ethenyl)phenyl]-3-hydroxy propanoate avec un réactif de Collins dans un solvant organique pour obtenir un composé β- cétoester de formule structurale (III).
PCT/IN2008/000398 2007-06-25 2008-06-24 Préparation de éthyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phényl]-3-oxopropanoate, clé intermédiaire pour le sodium de montelukast WO2009001374A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1353/CHE/2007 2007-06-25
IN1353CH2007 2007-06-25

Publications (2)

Publication Number Publication Date
WO2009001374A2 WO2009001374A2 (fr) 2008-12-31
WO2009001374A3 true WO2009001374A3 (fr) 2011-06-30

Family

ID=40186130

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2008/000398 WO2009001374A2 (fr) 2007-06-25 2008-06-24 Préparation de éthyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phényl]-3-oxopropanoate, clé intermédiaire pour le sodium de montelukast

Country Status (1)

Country Link
WO (1) WO2009001374A2 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008035379A2 (fr) * 2006-09-19 2008-03-27 Aptuit Laurus Private Limited Procédé de production d'antagonistes de leucotriène et produits intermédiaires correspondants
HUP1000425A2 (en) 2010-08-11 2012-03-28 Richter Gedeon Nyrt Process for the production of montelukast sodium
WO2014081616A1 (fr) * 2012-11-21 2014-05-30 Merck Sharp & Dohme Corp. Préparation de précurseurs d'antagonistes de leucotriène
CN104109122B (zh) * 2013-04-16 2017-03-29 浙江奥翔药业股份有限公司 用于合成孟鲁司特的中间体化合物及其制备方法
CN116375639B (zh) * 2023-04-19 2024-05-28 南京欧信医药技术有限公司 一种微通道法制备孟鲁司特钠中间体的方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0375348A1 (fr) * 1988-12-23 1990-06-27 Smithkline Beecham Corporation Antagonistes de leukotriène
EP0480716A1 (fr) * 1990-10-12 1992-04-15 Merck Frosst Canada Inc. Acides hydroxyalkylquinoliniques saturés comme antagonistes de leukotriène
US5869673A (en) * 1997-02-28 1999-02-09 Merck & Co., Inc. Process for 3-(2-(7-chloro-2-quinolinyl)ethenyl) - benzaldehyde
US20030195201A1 (en) * 2001-12-10 2003-10-16 Bo Yunxin Y. Vanilloid receptor ligands and their use in treatments

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0375348A1 (fr) * 1988-12-23 1990-06-27 Smithkline Beecham Corporation Antagonistes de leukotriène
EP0480716A1 (fr) * 1990-10-12 1992-04-15 Merck Frosst Canada Inc. Acides hydroxyalkylquinoliniques saturés comme antagonistes de leukotriène
US5869673A (en) * 1997-02-28 1999-02-09 Merck & Co., Inc. Process for 3-(2-(7-chloro-2-quinolinyl)ethenyl) - benzaldehyde
US20030195201A1 (en) * 2001-12-10 2003-10-16 Bo Yunxin Y. Vanilloid receptor ligands and their use in treatments

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
OKARNOTO ET AL.: "A Novel Dual Antagonist of Thromboxane A2 and Leukotriene D4 Receptors: Synthesis and Structure-Activity Relationships of Chioroquinolylvinyl Derivatives", CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 54, no. 5, 2006, pages 603 - 610 *

Also Published As

Publication number Publication date
WO2009001374A2 (fr) 2008-12-31

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