[go: up one dir, main page]

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

Info

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
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.)
Ceased
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
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.)
Aptuit Laurus Pvt Ltd
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
Anticipated expiration legal-status Critical
Publication of WO2009001374A3 publication Critical patent/WO2009001374A3/fr
Ceased legal-status Critical Current

Links

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

Landscapes

  • 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 Ceased 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 Ceased 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

Similar Documents

Publication Publication Date Title
WO2009001374A3 (fr) Préparation de éthyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phényl]-3-oxopropanoate, clé intermédiaire pour le sodium de montelukast
HRP20191091T1 (hr) Inhibitor fosfoinozitid-3-kinaze s ostatkom koji se veže na cink
CN108137535B (zh) 吡啶基吡唑烷酮羧酸类化合物的制备方法
NZ598172A (en) Synthesis of boronic ester and acid compounds
Amore et al. Fast, easy, solvent-free, microwave-promoted Michael addition of anilines to α, β-unsaturated alkenes: synthesis of N-aryl functionalized β-amino esters and acids
US20150087845A1 (en) Process for preparation of substituted 3'-hydroazino-diphenyl-3-carboxylic acid compounds
IN2010DN02582A (fr)
US8461355B2 (en) Preparation method of 3,4-ethylenedioxythiophene
JP2015507023A5 (fr)
WO2008118328A3 (fr) Procédé et intermédiaires pour la synthèse de composés de 8-[{1-(3,5-bis-(trifluorométhyl)phényl)-éthoxy}-méthyl]-8-phényl-1,7-diaza-spiro[4.5]décan-2-one
WO2008035379A3 (fr) Procédé de production d'antagonistes de leucotriène et produits intermédiaires correspondants
US20180327359A1 (en) 4-((6-(2-(2,4-difluorophenyl)-1,1-difluoro-2-oxoethyl)pyridin-3-yl)oxy)benzonitrile and processes of preparation
Siddiqui Bis [(L) prolinato-N, O] Zn–water: A green catalytic system for the synthesis of 3, 4-dihydropyrimidin-2 (1H)-ones via the Biginelli reaction
CN104530106A (zh) 芳基硼酸类化合物的制备方法
CN102584691A (zh) 一种合成炔草酯的新方法
Xu et al. New Procedure for One‐Pot Synthesis of 3, 4‐Dihydropyrimidin‐2 (1 H)‐ones by Biginelli Reaction
CN103664809B (zh) 一种多效唑的制备方法
NZ598278A (en) Process for preparing biphenyl imidazole compounds
CN101638381A (zh) 孟鲁司特钠中间体的合成方法
CN109467536A (zh) 2-氯/羟基嘧啶-5-羧酸的合成方法
CN114349687B (zh) 3,5-二羧酸酯-1,4-二氢吡啶类氢化试剂及其制备方法和应用
WO2007107345A3 (fr) Procede de preparation de derives 1-halogeno-2,7-naphtyridinyle
CA2398113A1 (fr) Procede de preparation du quinolylacrylonitrile et intermediaires de mise en oeuvre du procede
CN101215234A (zh) β-酮酸乙酯的制备方法
CN114349686A (zh) 1,4-二氢吡啶类手性杂合氢化试剂及其制备方法和应用

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 08789903

Country of ref document: EP

Kind code of ref document: A2

NENP Non-entry into the national phase

Ref country code: DE

32PN Ep: public notification in the ep bulletin as address of the adressee cannot be established

Free format text: NOTING OF LOSS OF RIGHTS PURSUANT TO RULE 112(1) EPC (EPO FORM 1205A DATED 13.04.2010.)

122 Ep: pct application non-entry in european phase

Ref document number: 08789903

Country of ref document: EP

Kind code of ref document: A2