AU2003235720A1 - Method for the production and purification of 1,7'-dimethyl-2'-propyl-2,5'-bi-1h-benzimidazole - Google Patents
Method for the production and purification of 1,7'-dimethyl-2'-propyl-2,5'-bi-1h-benzimidazoleInfo
- Publication number
- AU2003235720A1 AU2003235720A1 AU2003235720A AU2003235720A AU2003235720A1 AU 2003235720 A1 AU2003235720 A1 AU 2003235720A1 AU 2003235720 A AU2003235720 A AU 2003235720A AU 2003235720 A AU2003235720 A AU 2003235720A AU 2003235720 A1 AU2003235720 A1 AU 2003235720A1
- Authority
- AU
- Australia
- Prior art keywords
- benzimidazole
- propyl
- dimethyl
- purification
- production
- 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
- ILXRSCZVHSZGCS-UHFFFAOYSA-N 4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propyl-1h-benzimidazole Chemical compound C1=CC=C2N(C)C(C3=CC(C)=C4N=C(NC4=C3)CCC)=NC2=C1 ILXRSCZVHSZGCS-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000746 purification Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- XWAJTVCEILFDGU-UHFFFAOYSA-N 7-methyl-2-propyl-3h-benzimidazole-5-carboxylic acid Chemical compound C1=C(C(O)=O)C=C2NC(CCC)=NC2=C1C XWAJTVCEILFDGU-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RMMXLENWKUUMAY-UHFFFAOYSA-N telmisartan Chemical compound CCCC1=NC2=C(C)C=C(C=3N(C4=CC=CC=C4N=3)C)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O RMMXLENWKUUMAY-UHFFFAOYSA-N 0.000 abstract 2
- RPKCLSMBVQLWIN-UHFFFAOYSA-N 2-n-methylbenzene-1,2-diamine Chemical compound CNC1=CC=CC=C1N RPKCLSMBVQLWIN-UHFFFAOYSA-N 0.000 abstract 1
- 239000005537 C09CA07 - Telmisartan Substances 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000012043 crude product Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229960005187 telmisartan Drugs 0.000 abstract 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Purification of 1,7'-dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole (I), obtained by reacting 2-propyl-4-methyl-1H-benzimidazole-6-carboxylic acid (II) (or its salt) with N-methyl-o-phenylene diamine (III) (or its salt), comprises treating the crude product with carbon. An independent claim is also included for the use of (I) as purified above in the preparation of telmisartan.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10201725A DE10201725A1 (en) | 2002-01-18 | 2002-01-18 | Process for the preparation and purification of 1,7'-dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole |
| DE10201725.5 | 2002-01-18 | ||
| PCT/EP2003/000319 WO2003059890A1 (en) | 2002-01-18 | 2003-01-15 | Method for the production and purification of 1,7'-dimethyl-2'-propyl-2,5'-bi-1h-benzimidazole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2003235720A1 true AU2003235720A1 (en) | 2003-07-30 |
Family
ID=7712431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2003235720A Abandoned AU2003235720A1 (en) | 2002-01-18 | 2003-01-15 | Method for the production and purification of 1,7'-dimethyl-2'-propyl-2,5'-bi-1h-benzimidazole |
Country Status (9)
| Country | Link |
|---|---|
| EP (2) | EP1470111B1 (en) |
| JP (2) | JP5129918B2 (en) |
| CN (1) | CN100436426C (en) |
| AT (1) | ATE465998T1 (en) |
| AU (1) | AU2003235720A1 (en) |
| CA (1) | CA2471730C (en) |
| DE (2) | DE10201725A1 (en) |
| ES (1) | ES2341235T3 (en) |
| WO (1) | WO2003059890A1 (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2414019A (en) * | 2004-05-11 | 2005-11-16 | Cipla Ltd | One-step preparation of telmisartan by condensation and hydrolysis |
| WO2006044754A2 (en) | 2004-10-18 | 2006-04-27 | Dr. Reddy's Laboratories Ltd. | Process for preparing telmisartan |
| DE102005034279A1 (en) | 2005-07-22 | 2007-01-25 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Preparation of 1,7'-dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole |
| CN101172968B (en) * | 2006-11-01 | 2010-05-12 | 浙江天宇药业有限公司 | 2-propyl-4 methyl-6-(tolimidazole-2group) benzoglioxaline salt and method for producing the same |
| JP2011519840A (en) * | 2008-05-02 | 2011-07-14 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Preparation of 1,7'-dimethyl-2'-propyl-2,5'-bi-1H-benzimidazole |
| CN101717370A (en) * | 2009-11-30 | 2010-06-02 | 常州亚邦制药有限公司 | New method for preparing 2-n-propyl-4-methyl-6-(1-methyl benzimidazole-2-yl) benzimidazole |
| JP6210599B2 (en) * | 2014-02-26 | 2017-10-11 | 株式会社トクヤマ | Process for producing 4-methyl-6 (1-methylbenzimidazol-2-yl) -2-n-propyl-1H-benzimidazole |
| CN104974096B (en) * | 2015-07-07 | 2019-02-01 | 威海迪素制药有限公司 | A kind of preparation method of telmisartan intermediate |
| CN107434786B (en) * | 2016-05-27 | 2025-11-18 | 广东东阳光药业股份有限公司 | Benzimidazole compound and process for producing the same |
| AU2018366253B2 (en) | 2017-11-13 | 2024-05-02 | Ecolab Usa Inc. | A novel one-pot homogeneous process for the large scale manufacture of 2-substituted benzimidazoles |
| CN111808027A (en) * | 2020-05-25 | 2020-10-23 | 重庆康刻尔制药有限公司 | Purification method of telmisartan intermediate |
| CN114605333A (en) * | 2020-12-04 | 2022-06-10 | 浙江华海药业股份有限公司 | Method for preparing telmisartan intermediate |
| CN115466222B (en) * | 2022-07-28 | 2024-06-04 | 江苏中邦制药有限公司 | Preparation method of telmisartan intermediate |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1225318B (en) * | 1959-09-05 | 1966-09-22 | Bayer Ag | Process for the production of azo dyes and their metal complex compounds |
| DE19917524C2 (en) | 1999-04-17 | 2001-09-20 | Boehringer Ingelheim Pharma | Process for the nitration of aniline derivatives |
-
2002
- 2002-01-18 DE DE10201725A patent/DE10201725A1/en not_active Ceased
-
2003
- 2003-01-15 EP EP03729459A patent/EP1470111B1/en not_active Expired - Lifetime
- 2003-01-15 JP JP2003559994A patent/JP5129918B2/en not_active Expired - Lifetime
- 2003-01-15 AU AU2003235720A patent/AU2003235720A1/en not_active Abandoned
- 2003-01-15 WO PCT/EP2003/000319 patent/WO2003059890A1/en not_active Ceased
- 2003-01-15 EP EP10157002A patent/EP2199286A1/en not_active Withdrawn
- 2003-01-15 CA CA2471730A patent/CA2471730C/en not_active Expired - Fee Related
- 2003-01-15 ES ES03729459T patent/ES2341235T3/en not_active Expired - Lifetime
- 2003-01-15 DE DE50312660T patent/DE50312660D1/en not_active Expired - Lifetime
- 2003-01-15 AT AT03729459T patent/ATE465998T1/en active
- 2003-01-15 CN CNB038024470A patent/CN100436426C/en not_active Expired - Fee Related
-
2010
- 2010-07-23 JP JP2010166115A patent/JP2010241839A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP1470111B1 (en) | 2010-04-28 |
| ES2341235T3 (en) | 2010-06-17 |
| CA2471730A1 (en) | 2003-07-24 |
| JP2005529064A (en) | 2005-09-29 |
| WO2003059890A1 (en) | 2003-07-24 |
| JP2010241839A (en) | 2010-10-28 |
| HK1073844A1 (en) | 2005-10-21 |
| EP2199286A1 (en) | 2010-06-23 |
| CN100436426C (en) | 2008-11-26 |
| CN1620437A (en) | 2005-05-25 |
| EP1470111A1 (en) | 2004-10-27 |
| JP5129918B2 (en) | 2013-01-30 |
| ATE465998T1 (en) | 2010-05-15 |
| CA2471730C (en) | 2011-03-29 |
| DE10201725A1 (en) | 2003-08-14 |
| DE50312660D1 (en) | 2010-06-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK6 | Application lapsed section 142(2)(f)/reg. 8.3(3) - pct applic. not entering national phase |