JP2003534243A5 - - Google Patents
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- Publication number
- JP2003534243A5 JP2003534243A5 JP2001565332A JP2001565332A JP2003534243A5 JP 2003534243 A5 JP2003534243 A5 JP 2003534243A5 JP 2001565332 A JP2001565332 A JP 2001565332A JP 2001565332 A JP2001565332 A JP 2001565332A JP 2003534243 A5 JP2003534243 A5 JP 2003534243A5
- Authority
- JP
- Japan
- Prior art keywords
- reaction mixture
- cooled
- added
- difluoromethoxy
- dibromo
- 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.)
- Granted
Links
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- HTJDQJBWANPRPF-UHFFFAOYSA-N Cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 description 1
- NJEMTUMNGXGTAZ-UHFFFAOYSA-N ethyl 3,3-bis(methylamino)prop-2-enoate Chemical compound CCOC(=O)C=C(NC)NC NJEMTUMNGXGTAZ-UHFFFAOYSA-N 0.000 description 1
- DLUMWCMYRMIKEG-UHFFFAOYSA-N ethyl 3-(cyclopropylamino)-2-[2,4-dibromo-3-(difluoromethoxy)benzoyl]prop-2-enoate Chemical compound C=1C=C(Br)C(OC(F)F)=C(Br)C=1C(=O)C(C(=O)OCC)=CNC1CC1 DLUMWCMYRMIKEG-UHFFFAOYSA-N 0.000 description 1
- -1 ethyl-3-cyclopropylamino-2- [2,4-dibromo-3- (difluoromethoxy) benzoyl] -2-propenoate 2,4-Dibromo-3- (difluoromethoxy) benzoic acid Chemical compound 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN196DE2000 | 2000-03-07 | ||
| IN196/DEL/2000 | 2000-03-07 | ||
| PCT/IB2001/000316 WO2001066512A1 (en) | 2000-03-07 | 2001-03-07 | One-pot synthesis of alkyl 3-cyclopropylamino-2-[2,4-dibromo-3-(difluoromethoxy)benzoyl]-2-propenoate as a useful intermediate for antibacterial quinolone medicaments |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003534243A JP2003534243A (ja) | 2003-11-18 |
| JP2003534243A5 true JP2003534243A5 (https=) | 2011-05-19 |
| JP4751557B2 JP4751557B2 (ja) | 2011-08-17 |
Family
ID=11097039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001565332A Expired - Lifetime JP4751557B2 (ja) | 2000-03-07 | 2001-03-07 | 抗菌キノロン薬のための有用な中間物としてのアルキル３−シクロプロピルアミノ−２−［２，４−ジブロモ−３−（ジフルオロメトキシ）ベンゾイル］−２−プロペノエートのワンポット合成法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6835848B1 (https=) |
| EP (1) | EP1278717B1 (https=) |
| JP (1) | JP4751557B2 (https=) |
| KR (1) | KR100763077B1 (https=) |
| CN (1) | CN1202075C (https=) |
| AT (1) | ATE364036T1 (https=) |
| AU (1) | AU3590801A (https=) |
| DE (1) | DE60128797D1 (https=) |
| WO (1) | WO2001066512A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1244582C (zh) * | 2004-04-21 | 2006-03-08 | 中国医学科学院医药生物技术研究所 | 喹诺酮羧酸类化合物及其制备方法和医药用途 |
| US7759362B2 (en) * | 2004-04-21 | 2010-07-20 | Institut Of Medicinal Biotechnology Chinese Academy Of Medical Sciences | Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof |
| KR200457934Y1 (ko) * | 2010-10-26 | 2012-01-12 | 주식회사 삼진엘앤디 | 등기구 마운팅 구조 |
| WO2013157018A1 (en) | 2012-04-18 | 2013-10-24 | Indian Institute Of Technology Madras | A process for the preparation of the core structure in quinolone and napthyridone class of antibiotics |
| CN105801482B (zh) * | 2016-04-18 | 2018-06-22 | 浙江中欣氟材股份有限公司 | 一种1-环丙基-4-氧代-7-溴-8-二氟甲氧基-1,4-二氢喹啉-3-羧酸乙酯的制备方法 |
| CN105777631B (zh) * | 2016-04-18 | 2018-06-29 | 浙江中欣氟材股份有限公司 | 一种1-环丙基-4-氧代-7-溴-8-二氟甲氧基-1,4-二氢喹啉-3-羧酸乙酯的合成方法 |
| CN114716373B (zh) * | 2022-04-14 | 2023-01-10 | 内蒙古源宏精细化工有限公司 | 一种加替沙星环合酯的制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0784423B2 (ja) * | 1987-06-18 | 1995-09-13 | 宇部興産株式会社 | ３−アミノ−２−置換ベンゾイルアクリル酸誘導体 |
| JPH05194336A (ja) * | 1992-01-14 | 1993-08-03 | Kyorin Pharmaceut Co Ltd | アミノアクリル酸誘導体 |
| JP2918134B2 (ja) * | 1992-05-15 | 1999-07-12 | 宇部興産株式会社 | ３−ジアルキルアミノ−２−置換ベンゾイルアクリル酸誘導体 |
| JPH0616642A (ja) * | 1992-07-02 | 1994-01-25 | Katayama Seiyakushiyo:Kk | キノリンカルボン酸誘導体の製造方法 |
| US5935952A (en) * | 1994-08-12 | 1999-08-10 | Toyama Chemical Co., Ltd. | Quinolone- or naphthylidone-carboxylic acid derivates or their salts |
| AU750760B2 (en) * | 1997-10-27 | 2002-07-25 | Toyama Chemical Co. Ltd. | Processes for producing 7-isoindolinequinolonecarboxylic derivatives and intermediates therefor, salts of 7-isoindolinequinolonecarboxylic acids, hydrates thereof, and composition containing the same as active ingredient |
| ATE245140T1 (de) * | 1998-11-18 | 2003-08-15 | Asahi Glass Co Ltd | Derivate der aminoacryl-säure und ein verfahren zur herstellung derselben |
| AU3191700A (en) * | 1999-03-17 | 2000-10-04 | Daiichi Pharmaceutical Co., Ltd. | Process for producing 5-amino-8- alkylquinolo necarboxylic acid derivatives and intermediates in the production thereof |
-
2001
- 2001-03-07 EP EP01908049A patent/EP1278717B1/en not_active Expired - Lifetime
- 2001-03-07 US US10/221,113 patent/US6835848B1/en not_active Expired - Lifetime
- 2001-03-07 JP JP2001565332A patent/JP4751557B2/ja not_active Expired - Lifetime
- 2001-03-07 AT AT01908049T patent/ATE364036T1/de not_active IP Right Cessation
- 2001-03-07 WO PCT/IB2001/000316 patent/WO2001066512A1/en not_active Ceased
- 2001-03-07 DE DE60128797T patent/DE60128797D1/de not_active Expired - Lifetime
- 2001-03-07 KR KR1020027011757A patent/KR100763077B1/ko not_active Expired - Lifetime
- 2001-03-07 AU AU35908/01A patent/AU3590801A/en not_active Abandoned
- 2001-03-07 CN CNB018090362A patent/CN1202075C/zh not_active Expired - Lifetime
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