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
Authority
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

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/16—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/04—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic 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
    • C07D471/02—Heterocyclic 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
    • C07D471/04—Ortho-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 2007-06-26
EP07290800.7 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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US9073878B2 (en) 2012-11-21 2015-07-07 Zenith Epigenetics Corp. Cyclic amines as bromodomain inhibitors
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US9271978B2 (en) 2012-12-21 2016-03-01 Zenith Epigenetics Corp. Heterocyclic compounds as bromodomain inhibitors
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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
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CA2929858C (en) 2013-11-22 2022-03-29 CL BioSciences LLC Gastrin antagonists (eg yf476, netazepide) for treatment and prevention of osteoporosis
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WO2016087936A1 (en) 2014-12-01 2016-06-09 Zenith Epigenetics Corp. Substituted pyridinones as bromodomain inhibitors
WO2016087942A1 (en) 2014-12-01 2016-06-09 Zenith Epigenetics Corp. Substituted pyridines as bromodomain inhibitors
CN107207474B (zh) 2014-12-11 2021-05-07 恒翼生物医药科技(上海)有限公司 被取代的杂环作为溴结构域抑制剂
CA2966450A1 (en) 2014-12-17 2016-06-23 Olesya KHARENKO Inhibitors of bromodomains
EP3377493B1 (en) 2015-11-20 2020-04-08 Forma Therapeutics, Inc. Purinones as ubiquitin-specific protease 1 inhibitors
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
EP3562487B1 (en) 2016-12-29 2023-11-29 Ji Xing Pharmaceuticals Hong Kong Limited Metalloenzyme inhibitor compounds
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MX2021011775A (es) 2017-04-26 2023-01-10 Basilea Pharm Int Ag Procesos para la preparacion de furazanobencimidazoles y formas cristalinas de estos.
CA3069720A1 (en) 2017-07-11 2019-01-17 Vertex Pharmaceuticals Incorporated Carboxamides as modulators of sodium channels
WO2019055877A1 (en) 2017-09-15 2019-03-21 Forma Therapeutics, Inc. TETRAHYDROIMIDAZO QUINOLINE COMPOSITIONS AS INHIBITORS OF CBP / P300
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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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CN117794920A (zh) 2021-06-04 2024-03-29 沃泰克斯药物股份有限公司 N-(羟烷基(杂)芳基)四氢呋喃甲酰胺作为钠通道调节剂

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Also Published As

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

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Legal Events

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FZDE Discontinued

Effective date: 20130611