MX2011007846A - Metodo para la sintesis de (1s, 2r)-milnacipran. - Google Patents

Metodo para la sintesis de (1s, 2r)-milnacipran.

Info

Publication number
MX2011007846A
MX2011007846A MX2011007846A MX2011007846A MX2011007846A MX 2011007846 A MX2011007846 A MX 2011007846A MX 2011007846 A MX2011007846 A MX 2011007846A MX 2011007846 A MX2011007846 A MX 2011007846A MX 2011007846 A MX2011007846 A MX 2011007846A
Authority
MX
Mexico
Prior art keywords
order
reaction
milnacipran
amide
phthalimide
Prior art date
Application number
MX2011007846A
Other languages
English (en)
Inventor
Marc Nicolas
Paul Hellier
Catherine Diard
Laurent Subra
Original Assignee
Pf Medicament
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 Pf Medicament filed Critical Pf Medicament
Publication of MX2011007846A publication Critical patent/MX2011007846A/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/16—Preparation of optical isomers
    • C07C231/18—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Steroid Compounds (AREA)

Abstract

La presente invención se refiere a un método para sintetizar una sal de adición de ácido farmacéuticamente aceptable de (1S, 2R)-milnacipran, que comprende las siguientes etapas sucesivas: (a) reacción de fenilacetonitrilo y de (R)-epiclorhidrina en la presencia de una base que contiene metal alcalino, seguido por un tratamiento básico, y después por un tratamiento con ácido, a fin de obtener una lactona; (b) reacción de la lactona con MNEt2, en donde M representa un metal alcalino, o con NHEt2 en la presencia de un complejo de ácido de Lewisamina, a fin de obtener una amida-alcohol; (c) reacción de la amida-alcohol con cloruro de tionilo para obtener una amida clorada; (d) reacción de la amida clorada con una sal ftalimida para obtener un derivado ftalimida; (e) hidrólisis del grupo ftalimida del derivado ftalimida para obtener (1S, 2R)-milnacipran, y (f) salificación de (1S, 2R)-milnacipran en un sistema solvente conveniente, en la presencia de una sal farmacéuticamente aceptable.
MX2011007846A 2009-01-29 2010-01-29 Metodo para la sintesis de (1s, 2r)-milnacipran. MX2011007846A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0950552A FR2941454B1 (fr) 2009-01-29 2009-01-29 Proced de synthese du (1s,2r)-milnacipran
PCT/EP2010/051045 WO2010086394A1 (en) 2009-01-29 2010-01-29 Method for synthesis of (1s, 2r)-milnacipran

Publications (1)

Publication Number Publication Date
MX2011007846A true MX2011007846A (es) 2011-12-14

Family

ID=40920574

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2011007846A MX2011007846A (es) 2009-01-29 2010-01-29 Metodo para la sintesis de (1s, 2r)-milnacipran.

Country Status (23)

Country Link
US (1) US8604241B2 (es)
EP (1) EP2391599B1 (es)
JP (1) JP5646509B2 (es)
KR (1) KR101719011B1 (es)
CN (2) CN110204455A (es)
AR (2) AR077526A1 (es)
AU (1) AU2010209686B2 (es)
BR (1) BRPI1007404B8 (es)
CA (1) CA2750488C (es)
ES (1) ES2472695T3 (es)
FR (1) FR2941454B1 (es)
GE (1) GEP20135903B (es)
IL (1) IL214241A (es)
MA (1) MA33025B1 (es)
MX (1) MX2011007846A (es)
NZ (1) NZ594291A (es)
PL (1) PL2391599T3 (es)
RU (1) RU2521342C2 (es)
TN (1) TN2011000363A1 (es)
TW (1) TWI455911B (es)
UA (1) UA104884C2 (es)
WO (1) WO2010086394A1 (es)
ZA (1) ZA201105414B (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2944011B1 (fr) * 2009-04-03 2011-05-20 Pf Medicament Derives d'aminocyclobutane ou d'aminocyclobutene, leur procede de preparation et leur utilisation a titre de medicaments.
WO2011158249A1 (en) * 2010-06-16 2011-12-22 Glenmark Generics Limited Process for preparation of milnacipran intermediate and its use in preparation of pure milnacipran
WO2012046247A2 (en) * 2010-10-06 2012-04-12 Msn Laboratories Limited Process for the preparation of (±m1r(s), 2srr)l-2-(aminomethyl)-n,n-diethyl-l-phenylcyclopropane carboxamide hydrochloride
EP2668151B1 (de) * 2011-01-24 2016-11-16 Bayer Intellectual Property GmbH Verfahren zur herstellung von 2,2-difluorethylamin ausgehend von 2,2-difluor-1-chlorethan
WO2013123240A1 (en) * 2012-02-17 2013-08-22 Eisai R&D Management Co., Ltd Methods and compounds useful in the synthesis of orexin-2 receptor antagonists
WO2014009767A1 (en) 2012-07-07 2014-01-16 Micro Labs Limited An improved process for the preparation of 1-aryl 2-aminomethyl cyclopropane carboxyamide (z) derivatives, their isomers and salts
EP2805936A1 (en) 2013-05-20 2014-11-26 Cosma S.p.A. Process for preparing levomilnacipran HCL
WO2014203277A2 (en) * 2013-06-19 2014-12-24 Msn Laboratories Private Limited Process for the preparation of (1s,2r)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanearboxamide hydrochloride
CN103694162B (zh) * 2014-01-03 2015-09-02 上海现代制药股份有限公司 (1s,2r)-1-苯基2-(酞酰亚胺)甲基-n,n-二乙基-环丙甲酰胺的制备方法
CN104058992A (zh) * 2014-06-13 2014-09-24 上海现代制药股份有限公司 左旋米那普仑盐酸盐的晶型
US10144702B2 (en) 2014-10-03 2018-12-04 Purac Biochem B.V. Method for the manufacture of N,N-dialkyllactamide
US10131624B2 (en) 2014-11-04 2018-11-20 Quimica Sintetica, S.A. Process for the preparation of (1S,2R)-Milnacipran
CN106083638A (zh) * 2016-07-07 2016-11-09 佛山市隆信医药科技有限公司 一种盐酸左旋米那普仑的制备方法
CN111175387B (zh) * 2018-11-13 2022-06-07 成都康弘药业集团股份有限公司 一种米那普仑异构体的检测方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2508035A1 (fr) 1981-06-23 1982-12-24 Fabre Sa Pierre Derives d'aryl-1-aminomethyl-2 cyclopropanes carboxamides (z), leur preparation et leur application en tant que medicaments utiles dans le traitement des troubles du systeme nerveux central
FR2581059B1 (fr) 1985-04-25 1988-04-22 Pf Medicament Procede de preparation du chlorhydrate de phenyl-1 diethyl amino carbonyl-1 aminomethyl-2 cyclopropane (z)
FR2640972B1 (es) * 1988-12-28 1991-04-19 Pf Medicament
JPH0834765A (ja) * 1994-02-22 1996-02-06 Asahi Chem Ind Co Ltd アミノアルキルシクロプロパン誘導体
EP0747348A4 (en) 1994-02-22 1999-07-07 Asahi Chemical Ind AMINOALKYLCYCLOPROPAN DERIVATIVES
WO2005118564A2 (en) 2004-06-01 2005-12-15 Collegium Pharmaceutical, Inc. Methods for the synthesis of milnacipran and congeners thereof
JP4712320B2 (ja) * 2004-06-16 2011-06-29 住友化学株式会社 ２−オキソ−１−フェニル−３−オキサビシクロ［３．１．０］ヘキサンの製造方法
JP4418717B2 (ja) * 2004-06-24 2010-02-24 住友化学株式会社 （ｚ）−１−フェニル−１−ジエチルアミノカルボニル−２−アミノメチルシクロプロパン塩酸塩の製造方法
ZA200700599B (en) 2004-06-25 2008-09-25 Sumitomo Chemical Co Method for producing (Z)-1-phenyl-1-diethylamino-carbonyl-2-hydroxymethyl cyclopropane
JP4828863B2 (ja) 2005-01-28 2011-11-30 住友化学株式会社 （ｚ）−１−フェニル−１−（ｎ，ｎ−ジエチルアミノカルボニル）−２−フタルイミドメチルシクロプロパンの製造方法
KR100772244B1 (ko) * 2005-07-20 2007-11-01 안국약품 주식회사 밀나시프란염산염의 제조방법
JP5555777B2 (ja) 2009-12-04 2014-07-23 インターデイジタル パテント ホールディングス インコーポレイテッド ハイブリッドネットワークにおける収束ゲートウェイのための拡張ローカルｉｐアクセス

Also Published As

Publication number Publication date
CA2750488C (en) 2016-12-13
PL2391599T3 (pl) 2014-09-30
KR101719011B1 (ko) 2017-03-22
ZA201105414B (en) 2012-03-28
UA104884C2 (uk) 2014-03-25
RU2521342C2 (ru) 2014-06-27
GEP20135903B (en) 2013-08-12
AR115475A2 (es) 2021-01-20
KR20110108409A (ko) 2011-10-05
US8604241B2 (en) 2013-12-10
WO2010086394A1 (en) 2010-08-05
ES2472695T3 (es) 2014-07-02
BRPI1007404A2 (pt) 2016-02-16
IL214241A0 (en) 2011-09-27
CN110204455A (zh) 2019-09-06
TN2011000363A1 (en) 2013-03-27
EP2391599B1 (en) 2014-04-09
JP2012516307A (ja) 2012-07-19
IL214241A (en) 2015-03-31
AR077526A1 (es) 2011-09-07
EP2391599A1 (en) 2011-12-07
TW201031623A (en) 2010-09-01
AU2010209686A1 (en) 2011-08-18
RU2011135326A (ru) 2013-03-10
US20110295036A1 (en) 2011-12-01
BRPI1007404B1 (pt) 2020-10-13
JP5646509B2 (ja) 2014-12-24
BRPI1007404B8 (pt) 2021-05-25
FR2941454B1 (fr) 2011-04-01
CA2750488A1 (en) 2010-08-05
MA33025B1 (fr) 2012-02-01
CN102300840A (zh) 2011-12-28
NZ594291A (en) 2012-11-30
FR2941454A1 (fr) 2010-07-30
AU2010209686B2 (en) 2014-06-05
TWI455911B (zh) 2014-10-11

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