DE602004006735D1 - Verfahren zur herstellung von 1,4-dihydropyridin-intermediate und deren derivate - Google Patents
Verfahren zur herstellung von 1,4-dihydropyridin-intermediate und deren derivateInfo
- Publication number
- DE602004006735D1 DE602004006735D1 DE602004006735T DE602004006735T DE602004006735D1 DE 602004006735 D1 DE602004006735 D1 DE 602004006735D1 DE 602004006735 T DE602004006735 T DE 602004006735T DE 602004006735 T DE602004006735 T DE 602004006735T DE 602004006735 D1 DE602004006735 D1 DE 602004006735D1
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- intermediates
- derivatives
- dihydropyridine
- benzylidene
- 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.)
- Expired - Lifetime
Links
- 239000000543 intermediate Substances 0.000 title abstract 4
- 238000002360 preparation method Methods 0.000 title abstract 3
- YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical compound C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- RZTAMFZIAATZDJ-HNNXBMFYSA-N 5-o-ethyl 3-o-methyl (4s)-4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)[C@@H]1C1=CC=CC(Cl)=C1Cl RZTAMFZIAATZDJ-HNNXBMFYSA-N 0.000 abstract 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229960003580 felodipine Drugs 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- -1 pyridyl carboxylic acid Chemical class 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002425561A CA2425561C (en) | 2003-04-14 | 2003-04-14 | Process to prepare 1,4-dihydropyridine intermediates and derivatives thereof |
| PCT/CA2004/000545 WO2004089902A1 (en) | 2003-04-14 | 2004-04-13 | Process to prepare 1,4-dihydropyridine intermediates and derivatives thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE602004006735D1 true DE602004006735D1 (de) | 2007-07-12 |
Family
ID=33102846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE602004006735T Expired - Lifetime DE602004006735D1 (de) | 2003-04-14 | 2004-04-13 | Verfahren zur herstellung von 1,4-dihydropyridin-intermediate und deren derivate |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6858747B2 (de) |
| EP (1) | EP1613591B1 (de) |
| AT (1) | ATE363469T1 (de) |
| CA (1) | CA2425561C (de) |
| DE (1) | DE602004006735D1 (de) |
| WO (1) | WO2004089902A1 (de) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101379260B (zh) * | 2006-01-31 | 2011-05-25 | D&D集团私人有限公司 | 锁门的碰锁 |
| KR101369207B1 (ko) | 2007-04-11 | 2014-03-04 | 한국과학기술원 | (ｓ)-(-)-펠로디핀의 제조방법 |
| WO2010027113A2 (en) * | 2008-09-04 | 2010-03-11 | Ahn-Gook Pharmaceutical Co., Ltd | Process for preparing (s)-(-)-felodipine |
| WO2012123966A1 (en) | 2011-03-04 | 2012-09-20 | Arch Pharmalabs Limited | Process for the preparation of 4 -substituted -1, 4-dihydropyridines |
| CN102285911B (zh) * | 2011-07-12 | 2015-06-17 | 绍兴文理学院 | 非洛地平的制备方法 |
| CN103373956B (zh) * | 2012-04-23 | 2015-07-01 | 黑龙江省格润药业有限责任公司 | 一种制备丁酸氯维地平的方法 |
| CN104177286A (zh) * | 2014-08-11 | 2014-12-03 | 广东东阳光药业有限公司 | 一种地平类药物的制备方法 |
| CN110066240B (zh) * | 2019-06-06 | 2021-09-28 | 赤峰万泽药业股份有限公司 | 一种尼群地平的合成方法 |
| CN116425635A (zh) * | 2020-03-24 | 2023-07-14 | 合肥立方制药股份有限公司 | 一种使用组合催化剂合成硝苯地平中间体的方法 |
| CN114149360B (zh) * | 2021-11-25 | 2024-03-01 | 天津太平洋化学制药有限公司 | 一种高纯度尼群地平原料药的制备方法 |
| CN115201379B (zh) * | 2022-07-26 | 2023-10-20 | 常州瑞明药业有限公司 | 非洛地平中基因毒性杂质的检测方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4370334A (en) * | 1975-07-02 | 1983-01-25 | Fujisawa Pharmaceutical Co., Ltd. | 1,4-Dihydro-pyridine derivatives and methods of using same |
| US4600778A (en) * | 1983-04-05 | 1986-07-15 | Bayer Aktiengesellschaft | Process for the preparation of 1,4-dihydropyridinedicarboxylic esters |
| JPS6143165A (ja) * | 1984-08-07 | 1986-03-01 | Otsuka Pharmaceut Co Ltd | ジヒドロピリジン誘導体の製造法 |
| ES2007427A6 (es) * | 1987-10-21 | 1989-06-16 | Salvat Lab Sl | Procedimiento para la obtencion de 3-etoxicarbonil-5-metoxicarbonil-2<6-dimetil-4-(3-nitrofenil)-1,4-dihidropiridina. |
| US5310917A (en) * | 1991-09-13 | 1994-05-10 | Merck & Co., Inc. | Process for the preparation of 4-substituted-1,4-dihydropydrines |
| US5977369A (en) * | 1995-12-28 | 1999-11-02 | Napp Technologies, Inc. | Process to prepare dihydropyridine and derivatives thereof |
-
2003
- 2003-04-14 CA CA002425561A patent/CA2425561C/en not_active Expired - Fee Related
-
2004
- 2004-04-08 US US10/819,910 patent/US6858747B2/en not_active Expired - Fee Related
- 2004-04-13 WO PCT/CA2004/000545 patent/WO2004089902A1/en active IP Right Grant
- 2004-04-13 EP EP04726941A patent/EP1613591B1/de not_active Expired - Lifetime
- 2004-04-13 AT AT04726941T patent/ATE363469T1/de not_active IP Right Cessation
- 2004-04-13 DE DE602004006735T patent/DE602004006735D1/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2425561A1 (en) | 2004-10-14 |
| WO2004089902A1 (en) | 2004-10-21 |
| CA2425561C (en) | 2007-09-18 |
| US6858747B2 (en) | 2005-02-22 |
| US20040204604A1 (en) | 2004-10-14 |
| EP1613591A1 (de) | 2006-01-11 |
| ATE363469T1 (de) | 2007-06-15 |
| EP1613591B1 (de) | 2007-05-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8332 | No legal effect for de |