WO2010032259A3 - Novel process nouveau procédé - Google Patents

Novel process nouveau procédé Download PDF

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Publication number
WO2010032259A3
WO2010032259A3 PCT/IN2009/000307 IN2009000307W WO2010032259A3 WO 2010032259 A3 WO2010032259 A3 WO 2010032259A3 IN 2009000307 W IN2009000307 W IN 2009000307W WO 2010032259 A3 WO2010032259 A3 WO 2010032259A3
Authority
WO
WIPO (PCT)
Prior art keywords
formula
efavirenz
preparation
cyclopropylethynyl
triphosgene
Prior art date
Application number
PCT/IN2009/000307
Other languages
English (en)
Other versions
WO2010032259A2 (fr
Inventor
Mukund Keshav Gurjar
Abdulrakheeb Abdulsubhan Deshmukh
Sanjay Shankar Deshmukh
Satish Ramanlal Mehta
Original Assignee
Emcure Pharmaceuticals 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=42008486&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2010032259(A3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Emcure Pharmaceuticals Limited filed Critical Emcure Pharmaceuticals Limited
Priority to EP09796471.2A priority Critical patent/EP2313379B1/fr
Priority to US12/995,209 priority patent/US8604189B2/en
Publication of WO2010032259A2 publication Critical patent/WO2010032259A2/fr
Publication of WO2010032259A3 publication Critical patent/WO2010032259A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
    • C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
    • C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D265/18—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2

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)

Abstract

L’invention concerne un procédé simple et bon marché pour préparer efavirenz représenté par la formule (I), consistant à mettre à réagir une solution de 5-chloro-α-(cyclopropylethynyl)-2-amino-α-trifluoromethyl) benzène méthanol représentée par la formule (II) dans un solvant organique avec un triphosgène en présence d’une base inorganique dans une plage de températures comprise entre -5°C et 25°C, et à ajouter de l’eau et un composant isolant représenté par la formule (I).
PCT/IN2009/000307 2008-05-30 2009-05-27 Novel process nouveau procédé WO2010032259A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP09796471.2A EP2313379B1 (fr) 2008-05-30 2009-05-27 Procede pour la preparation d'efavirenz
US12/995,209 US8604189B2 (en) 2008-05-30 2009-05-27 Process for the preparation of Efavirenz

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN1155MU2008 2008-05-30
IN1155/MUM/2008 2008-05-30

Publications (2)

Publication Number Publication Date
WO2010032259A2 WO2010032259A2 (fr) 2010-03-25
WO2010032259A3 true WO2010032259A3 (fr) 2010-05-27

Family

ID=42008486

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2009/000307 WO2010032259A2 (fr) 2008-05-30 2009-05-27 Novel process nouveau procédé

Country Status (3)

Country Link
US (1) US8604189B2 (fr)
EP (1) EP2313379B1 (fr)
WO (1) WO2010032259A2 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010115641A1 (fr) * 2009-04-09 2010-10-14 Lonza Ltd Procédé de synthèse de carbamates cycliques chiraux
WO2010115640A1 (fr) * 2009-04-09 2010-10-14 Lonza Ltd Procédé de synthèse de carbamates cycliques
WO2011007367A1 (fr) * 2009-07-15 2011-01-20 Lupin Limited Procédé perfectionné de préparation d'efavirenz
EP2447247A1 (fr) 2010-10-14 2012-05-02 Lonza Ltd. Processus pour la synthèse d'alcools propargyliques chiraux
EP2447255A1 (fr) * 2010-10-14 2012-05-02 Lonza Ltd. Processus de synthèse de carbamates cycliques
EP2441759A1 (fr) 2010-10-14 2012-04-18 Lonza Ltd. Processus de synthèse de carbamates cycliques
WO2012097511A1 (fr) * 2011-01-19 2012-07-26 Lonza Ltd Dmp-266 par cyclisation
WO2012097510A1 (fr) * 2011-01-19 2012-07-26 Lonza Ltd Procédé pour la préparation d'éfavirenz par cyclisation
CN102617367A (zh) * 2012-03-08 2012-08-01 浙江江北药业有限公司 (S)-5-氯-α-（环丙基乙炔）-2-氨基-α-（三氟甲基）苯甲醇晶型的制备
WO2015118515A1 (fr) * 2014-02-10 2015-08-13 Discovery Intermediates Private Limited Procédé amélioré de préparation d'un inhibiteur non nucléosidique de la transcriptase inverse
EP2944631A1 (fr) * 2014-05-12 2015-11-18 F.I.S.- Fabbrica Italiana Sintetici S.p.A. Procédé amélioré de préparation de l'éfavirenz
CN105523984B (zh) * 2015-09-07 2018-05-11 赤峰艾克制药科技股份有限公司 （1r，2s）-1-苯基-2-（1-吡咯烷基）-1-丙醇的制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6015926A (en) * 1997-05-16 2000-01-18 Merck & Co., Inc. Efficient enantioselective addition reaction using an organozinc reagent
US20050256103A1 (en) * 2004-05-12 2005-11-17 Eisai Co., Ltd. Indole derivative having piperidine ring
WO2009133538A1 (fr) * 2008-05-01 2009-11-05 Ranbaxy Laboratories Limited Procédé de préparation d’éfavirenz

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5519021A (en) * 1992-08-07 1996-05-21 Merck & Co., Inc. Benzoxazinones as inhibitors of HIV reverse transcriptase
US5633405A (en) 1995-05-25 1997-05-27 Merck & Co., Inc. Asymmetric synthesis of (-)-6-chloro-4-cyclopropyl-ethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxanzin-2-one
US6147210A (en) 1996-07-26 2000-11-14 Dupont Pharmaceuticals Company Practical synthesis of benzoxazinones useful as HIV reverse transcriptase inhibitors
US5932726A (en) 1996-12-16 1999-08-03 Dupont Pharmaceuticals Company Asymmetric synthesis of benzoxazinones
US5922864A (en) 1997-02-12 1999-07-13 Merck & Co., Inc. Efficient synthesis of a 1,4-dihydro2H-3,1-benzoxazin-2-one

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6015926A (en) * 1997-05-16 2000-01-18 Merck & Co., Inc. Efficient enantioselective addition reaction using an organozinc reagent
US20050256103A1 (en) * 2004-05-12 2005-11-17 Eisai Co., Ltd. Indole derivative having piperidine ring
WO2009133538A1 (fr) * 2008-05-01 2009-11-05 Ranbaxy Laboratories Limited Procédé de préparation d’éfavirenz

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
COTARCA L ET AL: "Bis(trichloromethyl) Carbonate in Organic Synthesis", SYNTHESIS, GEORG THIEME VERLAG, STUTTGART, DE, 1 January 1996 (1996-01-01), pages 553 - 576, XP002090854, ISSN: 0039-7881 *
HEINER ECKERT ET AL: "Triphosgene, a Crystalline Phosgene Sustitute", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, vol. 26, no. 9, 1 January 1987 (1987-01-01), pages 894/895, XP002083416, ISSN: 1433-7851 *

Also Published As

Publication number Publication date
EP2313379A2 (fr) 2011-04-27
EP2313379B1 (fr) 2015-03-11
WO2010032259A2 (fr) 2010-03-25
US8604189B2 (en) 2013-12-10
US20110077397A1 (en) 2011-03-31

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