CA2691857A1 - A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles - Google Patents
A regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles Download PDFInfo
- 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
Links
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)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
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 (https=) |
| EP (1) | EP2173721B1 (https=) |
| JP (1) | JP5492770B2 (https=) |
| KR (1) | KR20100023907A (https=) |
| CN (1) | CN101687815A (https=) |
| AT (1) | ATE539063T1 (https=) |
| AU (1) | AU2008267444A1 (https=) |
| BR (1) | BRPI0813271A2 (https=) |
| CA (1) | CA2691857A1 (https=) |
| IL (1) | IL202823A0 (https=) |
| MX (1) | MX2009013753A (https=) |
| WO (1) | WO2009000413A1 (https=) |
Families Citing this family (47)
| 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 |
| JP5894161B2 (ja) | 2010-08-25 | 2016-03-23 | ネオファーム カンパニー， リミテッド | 新規の複素環化合物及びこれを用いた炎症性疾患治療用組成物 |
| JP5719028B2 (ja) | 2010-10-06 | 2015-05-13 | グラクソスミスクライン エルエルシー | Ｐｉ３キナーゼ阻害剤としてのベンズイミダゾール誘導体 |
| EP2691375B1 (en) | 2011-03-31 | 2016-03-16 | Bayer Intellectual Property GmbH | Substituted benzimidazoles as mps-1 kinase inhibitors |
| KR20190015600A (ko) | 2011-06-24 | 2019-02-13 | 아르퀼 인코포레이티드 | 치환된 이미다조피리디닐-아미노피리딘 화합물 |
| US8815854B2 (en) | 2011-06-24 | 2014-08-26 | Arqule, Inc. | Substituted imidazopyridinyl compounds |
| EP2865672A4 (en) * | 2012-06-22 | 2015-12-16 | Sumitomo Chemical Co | CONDENSED HETEROCYCLIC COMPOUND |
| 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 |
| US9073878B2 (en) | 2012-11-21 | 2015-07-07 | Zenith Epigenetics Corp. | Cyclic amines as bromodomain inhibitors |
| US9765039B2 (en) | 2012-11-21 | 2017-09-19 | Zenith Epigenetics Ltd. | Biaryl derivatives as bromodomain inhibitors |
| AU2013365926B9 (en) | 2012-12-21 | 2019-01-17 | Zenith Epigenetics Ltd. | 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 |
| US8952177B2 (en) | 2013-03-15 | 2015-02-10 | Janssen Pharmaceutica Nv | 1,2,6-substituted benzimidazoles as FLAP modulators |
| CA2902833A1 (en) | 2013-03-15 | 2014-09-18 | Syngenta Participations Ag | Microbicidally active imidazopyridine derivatives |
| US9682971B2 (en) | 2013-03-15 | 2017-06-20 | Janssen Pharmaceutica Nv | 1,2,5-Substituted benzimidazoles as flap modulators |
| CA2915838C (en) | 2013-06-21 | 2023-04-18 | Zenith Epigenetics Corp. | Bicyclic bromodomain inhibitors |
| EP3010918B1 (en) | 2013-06-21 | 2018-08-15 | Zenith Epigenetics Ltd. | 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 |
| DK3071206T3 (da) | 2013-11-22 | 2021-05-25 | CL BioSciences LLC | Gastrinantagonister (eg yf476, netazepid) til behandling og forebyggelse af osteoporose |
| 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 |
| EP3227281A4 (en) | 2014-12-01 | 2018-05-30 | Zenith Epigenetics Ltd. | Substituted pyridinones as bromodomain inhibitors |
| 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 |
| EP3230277B1 (en) | 2014-12-11 | 2019-09-18 | Zenith Epigenetics Ltd. | Substituted heterocycles as bromodomain inhibitors |
| HK1245247A1 (zh) | 2014-12-17 | 2018-08-24 | 恒翼生物医药科技(上海)有限公司 | 溴结构域的抑制剂 |
| US10189841B2 (en) | 2015-11-20 | 2019-01-29 | 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 |
| EP3562306B1 (en) | 2016-12-29 | 2025-02-26 | Ji Xing Pharmaceuticals Hong Kong Limited | Metalloenzyme inhibitor compounds |
| FI3562487T3 (fi) | 2016-12-29 | 2023-12-14 | Ji Xing Pharmaceuticals Hong Kong Ltd | Metalloentsyymi-inhibiittoriyhdisteitä |
| MX2021011775A (es) | 2017-04-26 | 2023-01-10 | 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 |
| US11292791B2 (en) | 2017-09-15 | 2022-04-05 | 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 |
| IL279734B2 (en) | 2018-06-29 | 2024-11-01 | Forma Therapeutics Inc | Inhibiting creb binding protein (cbp) |
| JP7640458B2 (ja) | 2018-10-05 | 2025-03-05 | アンナプルナ バイオ インコーポレイテッド | Ａｐｊ受容体活性に関連する状態を処置するための化合物および組成物 |
| CA3126224A1 (en) | 2019-01-08 | 2020-07-16 | Corxel Pharmaceuticals Hong Kong Limited | Metalloenzyme inhibitor compounds |
| US12441703B2 (en) | 2019-01-10 | 2025-10-14 | Vertex Pharmaceuticals Incorporated | Carboxamides as modulators of sodium channels |
| WO2020146612A1 (en) | 2019-01-10 | 2020-07-16 | Vertex Pharmaceuticals Incorporated | Esters and carbamates as modulators of sodium channels |
| US12351577B2 (en) | 2019-03-15 | 2025-07-08 | 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 |
| CA3164134A1 (en) | 2019-12-06 | 2021-06-10 | Vertex Pharmaceuticals Incorporated | Substituted tetrahydrofurans as modulators of sodium channels |
| 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 |
| US11801243B2 (en) | 2020-09-23 | 2023-10-31 | Forma Therapeutics, Inc. | Bromodomain inhibitors for androgen receptor-driven cancers |
| US11795168B2 (en) | 2020-09-23 | 2023-10-24 | Forma Therapeutics, Inc. | Inhibiting cyclic amp-responsive element-binding protein (CREB) binding protein (CBP) |
| SI4347031T1 (sl) | 2021-06-04 | 2026-01-30 | Vertex Pharmaceuticals Incorporated | N-(hidroksialkil (hetero)aril) tetrahidrofuran karboksamidi kot modulatorji natrijevih kanalčkov |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE602006014996D1 (de) * | 2005-12-19 | 2010-07-29 | Raqualia Pharma Inc | Chromansubstituierte benzimidazole und ihre verwendung als säurepumpenhemmer |
| EP2102170A2 (en) * | 2006-12-06 | 2009-09-23 | Boehringer Ingelheim International GmbH | Glucocorticoid mimetics, methods of making them, pharmaceutical compositions, and uses thereof |
-
2008
- 2008-06-11 WO PCT/EP2008/004639 patent/WO2009000413A1/en not_active Ceased
- 2008-06-11 AU AU2008267444A patent/AU2008267444A1/en not_active Abandoned
- 2008-06-11 KR KR1020097027120A patent/KR20100023907A/ko not_active Withdrawn
- 2008-06-11 CN CN200880021896A patent/CN101687815A/zh active Pending
- 2008-06-11 AT AT08759158T patent/ATE539063T1/de active
- 2008-06-11 BR BRPI0813271-2A2A patent/BRPI0813271A2/pt not_active IP Right Cessation
- 2008-06-11 EP EP08759158A patent/EP2173721B1/en not_active Not-in-force
- 2008-06-11 CA CA002691857A patent/CA2691857A1/en not_active Abandoned
- 2008-06-11 JP JP2010513710A patent/JP5492770B2/ja not_active Expired - Fee Related
- 2008-06-11 MX MX2009013753A patent/MX2009013753A/es active IP Right Grant
-
2009
- 2009-12-17 IL IL202823A patent/IL202823A0/en unknown
- 2009-12-22 US US12/644,401 patent/US8735586B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20100261909A1 (en) | 2010-10-14 |
| JP5492770B2 (ja) | 2014-05-14 |
| WO2009000413A1 (en) | 2008-12-31 |
| MX2009013753A (es) | 2010-01-26 |
| AU2008267444A1 (en) | 2008-12-31 |
| JP2010531313A (ja) | 2010-09-24 |
| US8735586B2 (en) | 2014-05-27 |
| BRPI0813271A2 (pt) | 2014-12-30 |
| CN101687815A (zh) | 2010-03-31 |
| ATE539063T1 (de) | 2012-01-15 |
| EP2173721A1 (en) | 2010-04-14 |
| IL202823A0 (en) | 2010-06-30 |
| KR20100023907A (ko) | 2010-03-04 |
| EP2173721B1 (en) | 2011-12-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20130611 |