WO2007136672A3 - Synthesis of a biaryl synthetic intermediate - Google Patents

Synthesis of a biaryl synthetic intermediate Download PDF

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Publication number
WO2007136672A3
WO2007136672A3 PCT/US2007/011777 US2007011777W WO2007136672A3 WO 2007136672 A3 WO2007136672 A3 WO 2007136672A3 US 2007011777 W US2007011777 W US 2007011777W WO 2007136672 A3 WO2007136672 A3 WO 2007136672A3
Authority
WO
WIPO (PCT)
Prior art keywords
synthetic intermediate
biaryl
synthesis
phenyl
biphenyl
Prior art date
Application number
PCT/US2007/011777
Other languages
French (fr)
Other versions
WO2007136672A2 (en
Inventor
Remy Angelaud
Paul O'shea
Stephane Ouellet
Amelie Roy
Original Assignee
Merck & Co Inc
Merck Frosst Canada Ltd
Remy Angelaud
Paul O'shea
Stephane Ouellet
Amelie Roy
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 Merck & Co Inc, Merck Frosst Canada Ltd, Remy Angelaud, Paul O'shea, Stephane Ouellet, Amelie Roy filed Critical Merck & Co Inc
Publication of WO2007136672A2 publication Critical patent/WO2007136672A2/en
Publication of WO2007136672A3 publication Critical patent/WO2007136672A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups

Landscapes

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

Abstract

An efficient process for manufacturing a biphenyl chloride chemical intermediate is disclosed. The biphenyl chloride is a synthetic intermediate for manufacturing a chemical compound which is a CETP inhibitor. The process comprises a CH activation step in which a phenyl bromide is coupled to the phenyl ring of a phenyl oxazoline to make a biphenyl structure.
PCT/US2007/011777 2006-05-19 2007-05-16 Synthesis of a biaryl synthetic intermediate WO2007136672A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US80192506P 2006-05-19 2006-05-19
US60/801,925 2006-05-19

Publications (2)

Publication Number Publication Date
WO2007136672A2 WO2007136672A2 (en) 2007-11-29
WO2007136672A3 true WO2007136672A3 (en) 2008-04-03

Family

ID=38723817

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2007/011777 WO2007136672A2 (en) 2006-05-19 2007-05-16 Synthesis of a biaryl synthetic intermediate

Country Status (1)

Country Link
WO (1) WO2007136672A2 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8983570B2 (en) 2007-03-27 2015-03-17 Cardiovascular Biotherapeutics, Inc. Therapeutic angiogenesis for treatment of the spine
EP2468735A1 (en) 2010-12-23 2012-06-27 LEK Pharmaceuticals d.d. Synthesis of intermediates for preparing anacetrapib and derivates thereof
EP2468736A1 (en) 2010-12-23 2012-06-27 LEK Pharmaceuticals d.d. Synthesis of intermediates for preparing anacetrapib and derivates thereof
WO2013091696A1 (en) 2011-12-21 2013-06-27 Lek Pharmaceuticals D.D. Synthesis of intermediates for preparing anacetrapib and derivatives thereof
CN102603499A (en) * 2012-03-01 2012-07-25 南京药石药物研发有限公司 Synthetic method of 1-bromo-4-fluorin-5-isopropyl-2-metoxybenzene
WO2014034868A1 (en) * 2012-08-31 2014-03-06 株式会社エーピーアイ コーポレーション Method for producing biaryl compound
CN104402684B (en) * 2014-11-27 2016-09-14 广东东阳光药业有限公司 The method of the bent intermediate in preparation Ansai
CN106083536B (en) * 2016-06-14 2018-10-30 浙江永太科技股份有限公司 A kind of preparation method of Ansai Qu key intermediate

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006014357A1 (en) * 2004-07-02 2006-02-09 Merck & Co., Inc. Cetp inhibitors

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006014357A1 (en) * 2004-07-02 2006-02-09 Merck & Co., Inc. Cetp inhibitors

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
MEYER A I ET AL: "OXAZOLINES.XI.SYNTHESIS OF FUNCTIONALIZED AROMATIC AND ALIPHATIC ACIDS. A USEFUL PROTECTING GROUP FOR CARBOXYLIC ACIDS AGAINST GRIGNARD AND HYDRIDE REAGENTS", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 39, no. 18, 1974, pages 2787 - 2793, XP000999886, ISSN: 0022-3263 *
MICHAEL REUMAN AND A.I. MEYERS: "The Synthetic Utility of Oxazolines in Aromatic Substitution", TETRAHEDRON, vol. 41, no. 5, 1985, pages 837 - 860, XP002465471 *
OI S ET AL: "Ortho-selective direct cross-coupling reaction of 2-aryloxazolines and 2-arylimidazolines with aryl and alkenyn halides catalyzed by ruthenium complexes", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 70, no. 8, 2005, pages 3113 - 3119, XP003015579, ISSN: 0022-3263 *

Also Published As

Publication number Publication date
WO2007136672A2 (en) 2007-11-29

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