CA2691857A1 - A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles - Google Patents

A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles Download PDF

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Publication number
CA2691857A1
CA2691857A1 CA002691857A CA2691857A CA2691857A1 CA 2691857 A1 CA2691857 A1 CA 2691857A1 CA 002691857 A CA002691857 A CA 002691857A CA 2691857 A CA2691857 A CA 2691857A CA 2691857 A1 CA2691857 A1 CA 2691857A1
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CA
Canada
Prior art keywords
unsubstituted
phenyl
another
mono
alkyl
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.)
Abandoned
Application number
CA002691857A
Other languages
English (en)
French (fr)
Inventor
Jorge Alonso
Andreas Lindenschmidt
Marc Nazare
Matthias Urmann
Nis Halland
Omar R'kyek
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.)
Sanofi Aventis France
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2691857A1 publication Critical patent/CA2691857A1/en
Abandoned legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/18Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08Radicals containing only hydrogen and carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/16Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
CA002691857A 2007-06-26 2008-06-11 A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles Abandoned CA2691857A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP07290800.7 2007-06-26
EP07290800 2007-06-26
PCT/EP2008/004639 WO2009000413A1 (en) 2007-06-26 2008-06-11 A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles

Publications (1)

Publication Number Publication Date
CA2691857A1 true CA2691857A1 (en) 2008-12-31

Family

ID=38646504

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002691857A Abandoned CA2691857A1 (en) 2007-06-26 2008-06-11 A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles

Country Status (12)

Country Link
US (1) US8735586B2 (enExample)
EP (1) EP2173721B1 (enExample)
JP (1) JP5492770B2 (enExample)
KR (1) KR20100023907A (enExample)
CN (1) CN101687815A (enExample)
AT (1) ATE539063T1 (enExample)
AU (1) AU2008267444A1 (enExample)
BR (1) BRPI0813271A2 (enExample)
CA (1) CA2691857A1 (enExample)
IL (1) IL202823A0 (enExample)
MX (1) MX2009013753A (enExample)
WO (1) WO2009000413A1 (enExample)

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US9765039B2 (en) 2012-11-21 2017-09-19 Zenith Epigenetics Ltd. Biaryl derivatives as bromodomain inhibitors
CN105073744B (zh) 2012-12-21 2019-11-08 齐尼思表观遗传学有限公司 作为溴结构域抑制剂的新型杂环化合物
CN103130811B (zh) * 2013-03-11 2015-02-25 河南师范大学 一种5,6-二氢吡唑并[1,5-c]喹唑啉类化合物的合成方法
RU2015144103A (ru) 2013-03-15 2017-04-28 Зингента Партисипейшнс Аг Микробиоцидно-активные имидазопиридиновые производные
US9695149B2 (en) 2013-03-15 2017-07-04 Janssen Pharmaceutica Nv 1,2,6-substituted benzimidazoles as flap modulators
WO2014151367A1 (en) 2013-03-15 2014-09-25 Janssen Pharmaceutica Nv 1,2,5-substituted benzimidazoles as flap modulators
WO2015004533A2 (en) 2013-06-21 2015-01-15 Zenith Epigenetics Corp. Novel substituted bicyclic compounds as bromodomain inhibitors
SG10201710705UA (en) 2013-06-21 2018-02-27 Zenith Epigenetics Ltd Novel bicyclic bromodomain inhibitors
EP3027604B1 (en) 2013-07-31 2019-02-20 Zenith Epigenetics Ltd. Novel quinazolinones as bromodomain inhibitors
BR112016011727A2 (pt) 2013-11-22 2017-08-08 CL BioSciences LLC Antagonistas de gastrina para o tratamento e prevenção de osteoporose
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HK1245246A1 (zh) 2014-12-01 2018-08-24 恒翼生物医药科技(上海)有限公司 作为溴域抑制剂的取代吡啶酮
HK1246273B (en) 2014-12-01 2019-12-06 恒翼生物医药(上海)股份有限公司 Substituted pyridines as bromodomain inhibitors
JP2017537946A (ja) 2014-12-11 2017-12-21 ゼニス・エピジェネティクス・リミテッドZenith Epigenetics Ltd. ブロモドメイン阻害剤としての置換複素環
CA2966450A1 (en) 2014-12-17 2016-06-23 Olesya KHARENKO Inhibitors of bromodomains
KR102708936B1 (ko) 2015-11-20 2024-09-25 포르마 세라퓨틱스 인크. 유비퀴틴-특이적 프로테아제 1 억제제로서의 퓨리논
CN106519250A (zh) * 2016-09-29 2017-03-22 辽宁石油化工大学 含氮小分子有机配体调节荧光发射性质的一维链状铜配位聚合物的制备方法
GB201617630D0 (en) 2016-10-18 2016-11-30 Cellcentric Ltd Pharmaceutical compounds
RU2764666C2 (ru) 2016-12-29 2022-01-19 Селенити Терапьютикс (Бермуда), Лтд. Соединения, ингибирующие металлоферменты
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MX388196B (es) 2017-04-26 2025-03-19 Basilea Pharm Int Ag Procesos para la preparacion de furazanobencimidazoles y formas cristalinas de estos.
SG11202000230VA (en) 2017-07-11 2020-02-27 Vertex Pharma Carboxamides as modulators of sodium channels
TWI846350B (zh) 2017-09-15 2024-06-21 美商佛瑪治療公司 作為CBP/p300抑制劑之四氫-咪唑並喹啉化合物
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KR20210125471A (ko) 2018-10-05 2021-10-18 안나푸르나 바이오, 인코포레이티드 Apj 수용체 활성과 관련된 병태를 치료하기 위한 화합물 및 조성물
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CN111206260B (zh) * 2020-02-12 2022-03-22 齐鲁工业大学 一种吡啶并[1,2-a]苯并咪唑类化合物的电化学合成方法
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Also Published As

Publication number Publication date
JP5492770B2 (ja) 2014-05-14
EP2173721A1 (en) 2010-04-14
WO2009000413A1 (en) 2008-12-31
AU2008267444A1 (en) 2008-12-31
EP2173721B1 (en) 2011-12-28
ATE539063T1 (de) 2012-01-15
US8735586B2 (en) 2014-05-27
KR20100023907A (ko) 2010-03-04
US20100261909A1 (en) 2010-10-14
BRPI0813271A2 (pt) 2014-12-30
JP2010531313A (ja) 2010-09-24
CN101687815A (zh) 2010-03-31
MX2009013753A (es) 2010-01-26
IL202823A0 (en) 2010-06-30

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FZDE Discontinued

Effective date: 20130611