CN110914239A - 一种制备左乙拉西坦的方法 - Google Patents

一种制备左乙拉西坦的方法 Download PDF

Info

Publication number
CN110914239A
CN110914239A CN201880044622.0A CN201880044622A CN110914239A CN 110914239 A CN110914239 A CN 110914239A CN 201880044622 A CN201880044622 A CN 201880044622A CN 110914239 A CN110914239 A CN 110914239A
Authority
CN
China
Prior art keywords
ethyl
oxo
acid
water
organic solvent
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
Application number
CN201880044622.0A
Other languages
English (en)
Other versions
CN110914239B (zh
Inventor
陈鑫磊
胡志成
郑亮
董鹏
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang Haitian Pharmaceutical Co Ltd
Zhejiang Huahai Pharmaceutical Co Ltd
Zhejiang Huahai Zhicheng Pharmaceutical Co Ltd
Original Assignee
Zhejiang Haitian Pharmaceutical Co Ltd
Zhejiang Huahai Pharmaceutical Co Ltd
Zhejiang Huahai Zhicheng Pharmaceutical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Zhejiang Haitian Pharmaceutical Co Ltd, Zhejiang Huahai Pharmaceutical Co Ltd, Zhejiang Huahai Zhicheng Pharmaceutical Co Ltd filed Critical Zhejiang Haitian Pharmaceutical Co Ltd
Publication of CN110914239A publication Critical patent/CN110914239A/zh
Application granted granted Critical
Publication of CN110914239B publication Critical patent/CN110914239B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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 to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

一种高纯度左乙拉西坦的制备方法，包括将(S)‑α‑乙基‑2‑氧代‑1‑吡咯烷乙酸(R)‑甲基苄胺盐游离后萃取的水层调节至pH至5‑9，接着除水，再加入有机溶剂形成溶液后与氯甲酸乙酯或氯甲酸甲酯发生酯化，再进行氨解反应得到左乙拉西坦。该方法简化了生产流程，提高了收率，同时可以减少甚至避免酯化过程中三乙胺的使用，降低了大量三废的排放。

Description

PCT国内申请，说明书已公开。

Claims (11)

  1. PCT国内申请，权利要求书已公开。
CN201880044622.0A 2017-08-10 2018-08-09 一种制备左乙拉西坦的方法 Active CN110914239B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CN2017106813377 2017-08-10
CN201710681337.7A CN107337628B (zh) 2017-08-10 2017-08-10 一种制备左乙拉西坦的方法
PCT/CN2018/099533 WO2019029598A1 (zh) 2017-08-10 2018-08-09 一种制备左乙拉西坦的方法

Publications (2)

Publication Number Publication Date
CN110914239A true CN110914239A (zh) 2020-03-24
CN110914239B CN110914239B (zh) 2023-07-25

Family

ID=60217329

Family Applications (2)

Application Number Title Priority Date Filing Date
CN201710681337.7A Active CN107337628B (zh) 2017-08-10 2017-08-10 一种制备左乙拉西坦的方法
CN201880044622.0A Active CN110914239B (zh) 2017-08-10 2018-08-09 一种制备左乙拉西坦的方法

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CN201710681337.7A Active CN107337628B (zh) 2017-08-10 2017-08-10 一种制备左乙拉西坦的方法

Country Status (4)

Country Link
US (1) US11498897B2 (zh)
EP (1) EP3666756B1 (zh)
CN (2) CN107337628B (zh)
WO (1) WO2019029598A1 (zh)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107337628B (zh) * 2017-08-10 2022-02-08 浙江华海药业股份有限公司 一种制备左乙拉西坦的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN85105301A (zh) * 1984-05-15 1987-01-14 尤西比公司 (S)-α-乙基-2-氧代-1-吡咯烷乙酰胺的制备方法
CN101333180A (zh) * 2007-06-29 2008-12-31 浙江华海药业股份有限公司 一种制备左乙拉西坦中间体的方法
CN107337628A (zh) * 2017-08-10 2017-11-10 浙江华海药业股份有限公司 一种制备左乙拉西坦的方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2488325C (en) * 2004-11-22 2010-08-24 Apotex Pharmachem Inc. Improved process for the preparation of (s)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide and (r)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide
CN101270070A (zh) * 2008-05-12 2008-09-24 上海华理生物医药有限公司 一种高光学纯度(S)-α-乙基-2-氧代-1-吡咯烷乙酰胺的制备方法
CN101885696A (zh) * 2009-05-14 2010-11-17 上海华理生物医药有限公司 一种合成高纯度左乙拉西坦的方法
CN102863370A (zh) * 2012-10-12 2013-01-09 上海华理生物医药有限公司 一种抗癫痫药左乙拉西坦的新合成方法
CN106748950B (zh) * 2017-01-13 2019-09-03 成都美域高制药有限公司 一种布瓦西坦及其中间体的制备方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN85105301A (zh) * 1984-05-15 1987-01-14 尤西比公司 (S)-α-乙基-2-氧代-1-吡咯烷乙酰胺的制备方法
CN101333180A (zh) * 2007-06-29 2008-12-31 浙江华海药业股份有限公司 一种制备左乙拉西坦中间体的方法
CN107337628A (zh) * 2017-08-10 2017-11-10 浙江华海药业股份有限公司 一种制备左乙拉西坦的方法

Also Published As

Publication number Publication date
US11498897B2 (en) 2022-11-15
US20200172479A1 (en) 2020-06-04
CN107337628A (zh) 2017-11-10
EP3666756A1 (en) 2020-06-17
WO2019029598A1 (zh) 2019-02-14
EP3666756B1 (en) 2022-08-03
CN107337628B (zh) 2022-02-08
CN110914239B (zh) 2023-07-25
EP3666756A4 (en) 2020-06-17

Similar Documents

Publication Publication Date Title
CN108658858B (zh) 一种羟氯喹的制备和精制方法及其硫酸盐的制备方法
CN109824532B (zh) 一种合成n，n，n’，n’-四辛基-3-氧戊二酰胺的新工艺
EA015967B1 (ru) Способ получения производного бензимидазола
TW201429924A (zh) 經精製之胺化合物的製造方法
CN110914239A (zh) 一种制备左乙拉西坦的方法
EP3063135A1 (en) Process for the preparation of enzalutamide
CN101522605B (zh) 分离4-甲酰基苯甲酸甲酯和对苯二甲酸二甲酯的方法
JP3110459B2 (ja) ｐ−アミノフェノール組成物の精製及びＮ−アセチル−ｐ−アミノフェノールへの直接転化
HRP20030438A2 (en) A process for the preparation of 1-(aminomethyl) cyclohexaneacetic acid
CN109956884A (zh) 一种苄氧胺盐酸盐的制备方法
CN109879780B (zh) 一种(2-甲胺-乙基)-氨基甲酸叔丁酯的制备方法
CN107445856B (zh) 一种n-异丙基丙烯酰胺的合成工艺
JP2007332050A (ja) 光学活性Ｎ−ｔｅｒｔ−ブチルカルバモイル−Ｌ−ｔｅｒｔ−ロイシンの製造方法
EP3510016B1 (en) Process for the production of n-boc-2-amino-3,3-dimethylbutyric acid
JPH082848B2 (ja) ４−ニトロソジフェニルアミン類の製造法
CN107698589A (zh) 一种阿德呋啉的制备新方法
CN107935876B (zh) 一种2-(3-氨基-4-氯苯甲酰)苯甲酸的制备方法
EP3178815B1 (en) Method for producing optically active 2-methylpiperazine
JPH0971576A (ja) カルボン酸類またはそのエステル類の製造法
CN110606833A (zh) 一种3-（3-芳基丙炔酰基）恶唑烷-2-酮及其制备方法
JP2656717B2 (ja) Ｎ−スクシンイミジル−２−キノリンカルボキシレートの製造方法
CN111518131A (zh) 一种高纯度奥利司他中间体的制备方法
CA2331969A1 (en) Process for the manufacture of a sulfenimide
CN104030996B (zh) 一种缬沙坦的合成方法
CN116120395A (zh) 一种奈玛特韦中间体的制备方法

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant