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WO2008035379A3 - Process for and intermediates of leukotriene antagonists - Google Patents

Process for and intermediates of leukotriene antagonists Download PDF

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Publication number
WO2008035379A3
WO2008035379A3 PCT/IN2007/000414 IN2007000414W WO2008035379A3 WO 2008035379 A3 WO2008035379 A3 WO 2008035379A3 IN 2007000414 W IN2007000414 W IN 2007000414W WO 2008035379 A3 WO2008035379 A3 WO 2008035379A3
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
chloro
benzoate
ethenyl
quinolinyl
Prior art date
Application number
PCT/IN2007/000414
Other languages
French (fr)
Other versions
WO2008035379A2 (en
Inventor
Venkata Subbaraju Gottumukkala
Satyanarayana Chava
Someswara Rao Casukhela
Original Assignee
Aptuit Laurus Private Limited
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 Private Limited filed Critical Aptuit Laurus Private Limited
Publication of WO2008035379A2 publication Critical patent/WO2008035379A2/en
Publication of WO2008035379A3 publication Critical patent/WO2008035379A3/en

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)

Abstract

A process for synthesizing a β- ketoester of formula (VII) which comprises: (a) converting 3-methylbenzoic acid into alkyl 3-methylbenzoate; (b) reacting 3 -methyl benzoate to form alkyl 3 -bromomethylbenzoate; (c)converting alkyl 3-bromo methyl benzoate into alkyl 3-formylbenzoate; (d) condensing alkyl 3-formyl benzoate with 7- Chioroquinaldine to give alkyl 3- [((7-Chloro-2-quinolinyl) ethenyl)]benzoate; (e) hydrolyzing alkyl 3 -[((7-Chloro-2-quinolinyl)ethenyl) benzoate to give 3-[((7- Chloro- 2-quinolinyl)ethenyl)]benzoic acid; and (f) reacting 3-[((7-Chloro-2-quinolinyI) ethenyjbenzoic acid with a malonate to obtain a compound of structural formula VII.
PCT/IN2007/000414 2006-09-19 2007-09-14 Process for and intermediates of leukotriene antagonists WO2008035379A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1710CH2006 2006-09-19
IN1710/CHE/2006 2006-09-19

Publications (2)

Publication Number Publication Date
WO2008035379A2 WO2008035379A2 (en) 2008-03-27
WO2008035379A3 true WO2008035379A3 (en) 2010-02-18

Family

ID=39200979

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2007/000414 WO2008035379A2 (en) 2006-09-19 2007-09-14 Process for and intermediates of leukotriene antagonists

Country Status (1)

Country Link
WO (1) WO2008035379A2 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2358923T3 (en) 2005-07-05 2011-05-16 Teva Pharmaceutical Industries, Ltd. PURIFICATION OF MONTELUKAST.
CN101891649B (en) * 2010-07-06 2013-05-08 荆州市腾飞化工有限公司 Novel 3-cyano methyl benzoate preparing method
CN102617460A (en) * 2012-03-29 2012-08-01 中国科学院上海有机化学研究所 Compounding method of midbody required in compounding of montelukast sodium
EP3325464B1 (en) 2015-07-24 2022-04-20 Basf Se Pyridine compounds useful for combating phytopathogenic fungi
ES2767693T3 (en) 2015-09-03 2020-06-18 Basf Agro Bv Microparticle compositions comprising saflufenacil
CN108137533A (en) 2015-10-05 2018-06-08 巴斯夫欧洲公司 Prevent the pyridine compounds of plant pathogenic fungi
WO2018065182A1 (en) 2016-10-04 2018-04-12 Basf Se Reduced quinoline compounds as antifuni agents
BR112019014061A2 (en) 2017-01-23 2020-02-04 Basf Se compounds of formula i, intermediates b, intermediates c, intermediates ii and intermediates d, composition, use, method to combat phytopathogenic fungi, seed and process for the synthesis of the compounds of formula i
CA3084405A1 (en) 2017-12-15 2019-06-20 Basf Se Fungicidal mixture comprising substituted pyridines

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006021974A1 (en) * 2004-08-23 2006-03-02 Morepen Laboratories Limited A process for synthesizing diol (viii)-an intermediate of montelukast sodium
WO2008058118A2 (en) * 2006-11-06 2008-05-15 Dr. Reddy's Labortories, Ltd. Preparation of montelukast and its salts
WO2009001374A2 (en) * 2007-06-25 2008-12-31 Aptuit Laurus Pvt Ltd Preparation of ethyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phenyl]-3-oxopropanoate, a key intermediate for montelukast sodium

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006021974A1 (en) * 2004-08-23 2006-03-02 Morepen Laboratories Limited A process for synthesizing diol (viii)-an intermediate of montelukast sodium
WO2008058118A2 (en) * 2006-11-06 2008-05-15 Dr. Reddy's Labortories, Ltd. Preparation of montelukast and its salts
WO2009001374A2 (en) * 2007-06-25 2008-12-31 Aptuit Laurus Pvt Ltd Preparation of ethyl-3'-[((7-chloro-2-quinolinyl)ethenyl)phenyl]-3-oxopropanoate, a key intermediate for montelukast sodium

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
"Vogel's Textbook of Practical Organic Chemistry", LONGMAN SCIENTIFIC & TECHNICAL, pages: 738, 999 *
OKAMOTO ET AL.: "A Novel Dual Antagonist of Thromboxane A2 and Leukotriene D4 Receptors: Synthesis and Structure-Activity Relationships of Chloroquinolylvinyl Derivatives", CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 54, no. 5, 2006, pages 603 - 610 *
The Combined Chemical Dictionary *
WIERENGA W. ET AL.: "ALIPHATIC AND AROMATIC beta-KETO ESTERS FROM MONOETHYL MALONATE: ETHYL 2- BUTYRYLACETATE", ORGANIC SYNTHESES, vol. 61, 1983, pages 5 - 8, Retrieved from the Internet <URL:http://www.orgsyn.org/orgsyn/pdfs/CV7P0213.pdf> *

Also Published As

Publication number Publication date
WO2008035379A2 (en) 2008-03-27

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