NO994340L - Process for the preparation of 2 - [[(2-pyridinyl) methyl] sulfinyl] -1H-benzimidazoles and novel compounds for use in this formula - Google Patents
Process for the preparation of 2 - [[(2-pyridinyl) methyl] sulfinyl] -1H-benzimidazoles and novel compounds for use in this formulaInfo
- Publication number
- NO994340L NO994340L NO994340A NO994340A NO994340L NO 994340 L NO994340 L NO 994340L NO 994340 A NO994340 A NO 994340A NO 994340 A NO994340 A NO 994340A NO 994340 L NO994340 L NO 994340L
- Authority
- NO
- Norway
- Prior art keywords
- formula
- sulfinyl
- pyridinyl
- och3
- methyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 3
- HBDKFZNDMVLSHM-UHFFFAOYSA-N 2-(pyridin-2-ylmethylsulfinyl)-1h-benzimidazole Chemical class N=1C2=CC=CC=C2NC=1S(=O)CC1=CC=CC=N1 HBDKFZNDMVLSHM-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 3
- 239000000543 intermediate Substances 0.000 abstract 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 1
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 abstract 1
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 abstract 1
- -1 R3 represents H Chemical group 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Chemical group 0.000 abstract 1
- 239000001301 oxygen Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- 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
- C07D401/12—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 linked by a chain containing hetero atoms as chain links
-
- 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
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/28—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
2-[[(2-pyridinyl) metyl] sulfinyl]-IH-benzimidazolderivater med generell formel (V), hvor R2 betegner H, OCH3, OCHF2 eller CF3, R3 betegner H, CH3 eller OCH3/ R4 betegner H, OCH3, OCH2CF3, halogen eller nitro, R5 betegner H, CH3 eller OCH3, og N er O eller l, eller salter derav,- fremstilles ved en ny fremgangsmåte som foregår via nye mellomprodukter med generell formel (I), (II), (III) og (Va) hvor R1 betegner forgrenet eller rettkjedet Cj. 8-alkyl, C3.8-sykloalkyl, aryl, aralkyl med ^gC-atomer i alkyldelen, eller en 5-6-leddet heterosyklisk gruppe med 1,2 eller 3 heteroatomer utvalgt fra nitrogen, svovel og oksygen i den heterosykliske ring. Forbindelsene med formel (V) er biologisk aktive og/eller kan anvendes som mellomprodukter ved syntese av biologisk aktive forbindelser. (V) (D R« (Va)2 - [[(2-pyridinyl) methyl] sulfinyl] -1H-benzimidazole derivatives of general formula (V) wherein R2 represents H, OCH3, OCHF2 or CF3, R3 represents H, CH3 or OCH3 / R4 represents H, OCH3, OCH2CF3 , halogen or nitro, R 5 represents H, CH 3 or OCH 3, and N is O or 1, or salts thereof, - prepared by a novel process carried out via novel intermediates of general formulas (I), (II), (III) and (Va) where R1 represents branched or straight chain Cj. 8-alkyl, C3-8 cycloalkyl, aryl, aralkyl having 3C atoms in the alkyl moiety, or a 5-6 membered heterocyclic group having 1,2 or 3 heteroatoms selected from nitrogen, sulfur and oxygen in the heterocyclic ring. The compounds of formula (V) are biologically active and / or can be used as intermediates in the synthesis of biologically active compounds. (V) (D R «(Va)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK25097 | 1997-03-07 | ||
| PCT/DK1998/000059 WO1998040378A1 (en) | 1997-03-07 | 1998-02-16 | Process for the preparation of 2-[[(2-pyridinyl)methyl]sulfinyl]-1h-benzimidazoles and novel compounds of use for such purpose |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO994340D0 NO994340D0 (en) | 1999-09-07 |
| NO994340L true NO994340L (en) | 1999-09-07 |
Family
ID=8091429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO994340A NO994340L (en) | 1997-03-07 | 1999-09-07 | Process for the preparation of 2 - [[(2-pyridinyl) methyl] sulfinyl] -1H-benzimidazoles and novel compounds for use in this formula |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0968205A1 (en) |
| AU (1) | AU5982298A (en) |
| HR (1) | HRP980115A2 (en) |
| NO (1) | NO994340L (en) |
| WO (1) | WO1998040378A1 (en) |
| ZA (1) | ZA981732B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE510643C2 (en) * | 1997-06-27 | 1999-06-14 | Astra Ab | Thermodynamically stable omeprazole sodium form B |
| US6166213A (en) * | 1998-08-11 | 2000-12-26 | Merck & Co., Inc. | Omeprazole process and compositions thereof |
| US6191148B1 (en) | 1998-08-11 | 2001-02-20 | Merck & Co., Inc. | Omerazole process and compositions thereof |
| US20020128232A1 (en) * | 2000-10-12 | 2002-09-12 | Henderson Scott A. | Heterocyclic angiogenesis inhibitors |
| US7507829B2 (en) | 2002-12-19 | 2009-03-24 | Teva Pharmaceuticals Industries, Ltd | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
| MXPA05013316A (en) | 2003-06-10 | 2006-03-17 | Teva Pharma | Process for preparing 2-[(pyridinyl)methyl]sulfinyl-substituted benzimidazoles and novel chlorinated derivatives of pantoprazole. |
| SE0400410D0 (en) | 2004-02-20 | 2004-02-20 | Astrazeneca Ab | New compounds |
| ATE459617T1 (en) * | 2006-10-30 | 2010-03-15 | Dipharma Francis Srl | METHOD FOR PRODUCING PYRIDINE METHYLSULPHINYL COMPOUNDS |
| EP2022789A1 (en) * | 2007-08-06 | 2009-02-11 | Farmaprojects, S.A. | Process for the preparation of a gastric acid secretion inhibitor |
| CN102964336B (en) * | 2012-11-29 | 2014-08-06 | 寿光富康制药有限公司 | Refining method of proton pump inhibitor and reducing method of N-oxide of proton pump inhibitor |
| CN103044401A (en) * | 2012-12-21 | 2013-04-17 | 北京华禧联合科技发展有限公司 | Preparation method of benzimidazole compound |
| CN103951651B (en) * | 2014-03-24 | 2018-11-30 | 翰宇药业(武汉)有限公司 | The synthetic method of Rabeprazole correlative D |
| CN105111187B (en) * | 2015-08-07 | 2017-08-25 | 齐鲁天和惠世制药有限公司 | A kind of preparation method of Pantoprazole Sodium nitrogen oxidation impurity |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD231787A1 (en) * | 1984-08-10 | 1986-01-08 | Akad Wissenschaften Ddr | PROCESS FOR PRODUCING OMEGA-SUBSTITUTED BZW. OMEGA, OMEGA-DISUBSTITUTED 2-METHYLTHIO-BENZIMIDAZOLE DERIVATIVES |
| ES2026761A6 (en) * | 1990-10-31 | 1992-05-01 | Genesis Para La Investigacion | A process for the preparation of omeprazol. |
-
1998
- 1998-02-16 AU AU59822/98A patent/AU5982298A/en not_active Abandoned
- 1998-02-16 WO PCT/DK1998/000059 patent/WO1998040378A1/en not_active Ceased
- 1998-02-16 EP EP98902961A patent/EP0968205A1/en not_active Withdrawn
- 1998-03-02 ZA ZA981732A patent/ZA981732B/en unknown
- 1998-03-06 HR HR0250/97A patent/HRP980115A2/en not_active Application Discontinuation
-
1999
- 1999-09-07 NO NO994340A patent/NO994340L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NO994340D0 (en) | 1999-09-07 |
| ZA981732B (en) | 1998-09-07 |
| HRP980115A2 (en) | 1999-02-28 |
| AU5982298A (en) | 1998-09-29 |
| EP0968205A1 (en) | 2000-01-05 |
| WO1998040378A1 (en) | 1998-09-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC2A | Withdrawal, rejection or dismissal of laid open patent application |