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

A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles Download PDF

Info

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

Links

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)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (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 (cg-RX-API-DMAC7.html)
EP (1) EP2173721B1 (cg-RX-API-DMAC7.html)
JP (1) JP5492770B2 (cg-RX-API-DMAC7.html)
KR (1) KR20100023907A (cg-RX-API-DMAC7.html)
CN (1) CN101687815A (cg-RX-API-DMAC7.html)
AT (1) ATE539063T1 (cg-RX-API-DMAC7.html)
AU (1) AU2008267444A1 (cg-RX-API-DMAC7.html)
BR (1) BRPI0813271A2 (cg-RX-API-DMAC7.html)
CA (1) CA2691857A1 (cg-RX-API-DMAC7.html)
IL (1) IL202823A0 (cg-RX-API-DMAC7.html)
MX (1) MX2009013753A (cg-RX-API-DMAC7.html)
WO (1) WO2009000413A1 (cg-RX-API-DMAC7.html)

Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8299248B2 (en) 2006-08-02 2012-10-30 Cytokinetics, Incorporated Certain 1H-imidazo[4,5-b]pyrazin-2(3H)-ones and 1H-imidazo[4,5-b]pyrazin-2-ols and methods for their use
DK2519522T3 (en) 2009-12-30 2014-12-08 Arqule Inc SUBSTITUTED IDAZOPYRIDINYL AMINOPYRIDINE COMPOUNDS
KR101477156B1 (ko) 2010-08-25 2014-12-29 (주)네오팜 신규한 헤테로고리 화합물 및 이를 이용한 염증성 질환 치료용 조성물
PL2624696T3 (pl) 2010-10-06 2017-07-31 Glaxosmithkline Llc Pochodne benzimidazolu jako inhibitory kinazy PI3
JP6001049B2 (ja) 2011-03-31 2016-10-05 バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングBayer Intellectual Property GmbH Mps−1キナーゼ阻害剤としての置換ベンズイミダゾール類
JP6046710B2 (ja) 2011-06-24 2016-12-21 アーキュール,インコーポレイティド 置換されたイミダゾピリジニル−アミノピリジン化合物
WO2012177852A1 (en) 2011-06-24 2012-12-27 Arqule, Inc Substituted imidazopyridinyl compounds
BR112014031584A2 (pt) * 2012-06-22 2017-06-27 Sumitomo Chemical Co composto heterocíclico fundido
CN102924460B (zh) * 2012-11-05 2015-12-16 南京师范大学 一种4H-吡咯并[1,2-a]苯并咪唑衍生物及其合成方法和应用
WO2014080291A2 (en) 2012-11-21 2014-05-30 Rvx Therapeutics Inc. Biaryl derivatives as bromodomain inhibitors
WO2014080290A2 (en) 2012-11-21 2014-05-30 Rvx Therapeutics Inc. Cyclic amines as bromodomain inhibitors
CA2895905A1 (en) 2012-12-21 2014-06-26 Zenith Epigenetics Corp. Novel heterocyclic compounds as bromodomain inhibitors
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
WO2014140365A1 (en) * 2013-03-15 2014-09-18 Syngenta Participations Ag Microbicidally active imidazopyridine derivatives
WO2014151380A1 (en) 2013-03-15 2014-09-25 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
HRP20200854T1 (hr) 2013-06-21 2020-08-21 Zenith Epigenetics Ltd. Novi biciklički inhibitori bromodomene
WO2015004534A2 (en) 2013-06-21 2015-01-15 Zenith Epigenetics Corp. Novel substituted bicyclic compounds as bromodomain inhibitors
JP6542212B2 (ja) 2013-07-31 2019-07-10 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新規キナゾリノン
JP6502939B2 (ja) 2013-11-22 2019-04-17 シーエル バイオサイエンシズ リミティド ライアビリティ カンパニー 骨粗鬆症の処置及び予防のためのガストリン拮抗薬
CN103965136B (zh) * 2014-05-07 2016-09-07 苏州波菲特新材料科技有限公司 一种制备n-甲基噻唑啉-2-酮类化合物的方法
US10710992B2 (en) 2014-12-01 2020-07-14 Zenith Epigenetics Ltd. Substituted pyridinones as bromodomain inhibitors
US10179125B2 (en) 2014-12-01 2019-01-15 Zenith Epigenetics Ltd. Substituted pyridines as bromodomain inhibitors
US10292968B2 (en) 2014-12-11 2019-05-21 Zenith Epigenetics Ltd. Substituted heterocycles as bromodomain inhibitors
WO2016097863A1 (en) 2014-12-17 2016-06-23 Zenith Epigenetics Corp. Inhibitors of bromodomains
AU2016356694B2 (en) 2015-11-20 2021-07-29 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
CN120987917A (zh) 2016-12-29 2025-11-21 箕星药业香港有限公司 金属酶抑制剂化合物
EP3562306B1 (en) 2016-12-29 2025-02-26 Ji Xing Pharmaceuticals Hong Kong Limited Metalloenzyme inhibitor compounds
JP7191298B2 (ja) 2017-04-26 2022-12-19 バジリア・ファルマスーチカ・インターナショナル・アーゲー,アルシュヴィル フラザノベンズイミダゾール類及びその結晶形の調製方法
ES3008911T3 (en) 2017-07-11 2025-03-25 Vertex Pharma Carboxamides as modulators of sodium channels
CA3075880A1 (en) 2017-09-15 2019-03-21 Forma Therapeutics, Inc. Tetrahydro-imidazo quinoline compositions as cbp/p300 inhibitors
GB201800688D0 (en) 2018-01-16 2018-02-28 Redag Crop Prot Ltd Agricultural chemicals
GB201806320D0 (en) 2018-04-18 2018-05-30 Cellcentric Ltd Process
MX2023013508A (es) 2018-06-29 2023-12-13 Forma Therapeutics Inc Inhibicion de la proteina de union a creb (cbp).
HUE066335T2 (hu) 2018-10-05 2024-07-28 Annapurna Bio Inc Vegyületek és készítmények APJ receptor aktivitáshoz kapcsolódó állapotok kezelésére
CA3126224A1 (en) 2019-01-08 2020-07-16 Phasebio Pharmaceuticals, Inc. Metalloenzyme inhibitor compounds
WO2020146612A1 (en) 2019-01-10 2020-07-16 Vertex Pharmaceuticals Incorporated Esters and carbamates as modulators of sodium channels
US12441703B2 (en) 2019-01-10 2025-10-14 Vertex Pharmaceuticals Incorporated Carboxamides as modulators of sodium channels
EP3937940A4 (en) 2019-03-15 2022-12-21 Forma Therapeutics, Inc. Inhibiting cyclic amp-responsive element-binding protein (creb)
CN110982806B (zh) * 2019-08-30 2022-09-02 浙江工业大学 一种蛋白质芳基衍生物及其制备方法
PT4069691T (pt) 2019-12-06 2024-12-18 Vertex Pharma Tetrahidrofuranos substituídos como moduladores dos canais de sódio
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
US11795168B2 (en) 2020-09-23 2023-10-24 Forma Therapeutics, Inc. Inhibiting cyclic amp-responsive element-binding protein (CREB) binding protein (CBP)
US11801243B2 (en) 2020-09-23 2023-10-31 Forma Therapeutics, Inc. Bromodomain inhibitors for androgen receptor-driven cancers
GEAP202416430A (en) 2021-06-04 2024-03-25 Vertex Pharma N-(hydroxyalkyl (hetero)aryl) tetrahydrofuran carboxamides as modulators of sodium channels

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4481344B2 (ja) * 2005-12-19 2010-06-16 ラクオリア創薬株式会社 クロマン置換ベンゾイミダゾール誘導体及び酸ポンプ阻害剤としてのそれらの使用
MX2009005264A (es) * 2006-12-06 2009-05-28 Boehringer Ingelheim Int Mimeticos de glucocorticoides, metodos para su fabricacion, composiciones farmaceuticas y usos de los mismos.

Also Published As

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

Similar Documents

Publication Publication Date Title
EP2173721B1 (en) A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles
EP2173747B1 (en) A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles
EP2044033B1 (en) A regioselective palladium catalyzed synthesis of benzimidazoles and azabenzimidazoles
EP2134682B1 (en) A transition metal catalyzed synthesis of n-aminoindoles
AU2008282156B2 (en) Process for preparing 5-fluoro-1H-pyrazolo [3, 4-b] pyridin-3-amine and derivatives thereof
AU2008267442A1 (en) A transition metal catalyzed synthesis of 2H-indazoles
HK1142894A (en) A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles
HK1142895A (en) A regioselective metal catalyzed synthesis of annelated benzimidazoles and azabenzimidazoles
HK1133880A (en) A regioselective palladium catalyzed synthesis of benzimidazoles and azabenzimidazoles
HK1141287A (en) A transition metal catalyzed synthesis of n-aminoindoles

Legal Events

Date Code Title Description
FZDE Discontinued

Effective date: 20130611