WO2014203277A3 - Process for the preparation of (1s,2r)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanearboxamide hydrochloride - Google Patents

Process for the preparation of (1s,2r)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanearboxamide hydrochloride Download PDF

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Publication number
WO2014203277A3
WO2014203277A3 PCT/IN2014/000405 IN2014000405W WO2014203277A3 WO 2014203277 A3 WO2014203277 A3 WO 2014203277A3 IN 2014000405 W IN2014000405 W IN 2014000405W WO 2014203277 A3 WO2014203277 A3 WO 2014203277A3
Authority
WO
WIPO (PCT)
Prior art keywords
aminomethyl
diethyl
preparation
phenylcyclopropanearboxamide
hydrochloride
Prior art date
Application number
PCT/IN2014/000405
Other languages
French (fr)
Other versions
WO2014203277A2 (en
Inventor
Srinivasan Thirumalai Rajan
Sajja Eswaraiah
Revu Satyanarayana
Original Assignee
Msn Laboratories Private Limited
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 Msn Laboratories Private Limited filed Critical Msn Laboratories Private Limited
Publication of WO2014203277A2 publication Critical patent/WO2014203277A2/en
Publication of WO2014203277A3 publication Critical patent/WO2014203277A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • 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
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/16—Preparation of optical isomers
    • C07C231/20—Preparation of optical isomers by separation of optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
    • C07C303/28—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/14—Acetic acid esters of monohydroxylic compounds
    • C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
    • C07C69/157—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

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

Abstract

The present invention relates to a process for the preparation of (1S,2R)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide hydrochloride compound of formula-1a, represented by the following structural formula: [Formula should be inserted here]
PCT/IN2014/000405 2013-06-19 2014-06-18 Process for the preparation of (1s,2r)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanearboxamide hydrochloride WO2014203277A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2661CH2013 2013-06-19
IN2661/CHE/2013 2013-06-19

Publications (2)

Publication Number Publication Date
WO2014203277A2 WO2014203277A2 (en) 2014-12-24
WO2014203277A3 true WO2014203277A3 (en) 2015-02-26

Family

ID=52105430

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2014/000405 WO2014203277A2 (en) 2013-06-19 2014-06-18 Process for the preparation of (1s,2r)-2-(aminomethyl)-n,n-diethyl-1-phenylcyclopropanearboxamide hydrochloride

Country Status (1)

Country Link
WO (1) WO2014203277A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108948247B (en) * 2017-05-27 2021-12-21 北京化工大学 Low-molecular-weight epoxy-terminated polybutadiene, and preparation method and application thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4478836A (en) * 1981-06-23 1984-10-23 Pierre Fabre S.A. 1-Aryl 2-aminomethyl cyclopropane carboxyamide (Z) derivatives and their use as useful drugs in the treatment of disturbances of the central nervous system
US5034541A (en) * 1988-12-28 1991-07-23 Pierre Fabre Medicament Method of preparing 1-phenyl-1-diethylaminocarbonyl-2-phthalimidomethyl-cyclopropane-z
US20080064885A1 (en) * 2004-06-16 2008-03-13 Sumitomo Chemical Company, Limited Process for Producing 2-Oxo-1-Phenyl-3-Oxabicyclo[3.1.0]Hexane
WO2010086394A1 (en) * 2009-01-29 2010-08-05 Pierre Fabre Medicament Method for synthesis of (1s, 2r)-milnacipran
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

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4478836A (en) * 1981-06-23 1984-10-23 Pierre Fabre S.A. 1-Aryl 2-aminomethyl cyclopropane carboxyamide (Z) derivatives and their use as useful drugs in the treatment of disturbances of the central nervous system
US5034541A (en) * 1988-12-28 1991-07-23 Pierre Fabre Medicament Method of preparing 1-phenyl-1-diethylaminocarbonyl-2-phthalimidomethyl-cyclopropane-z
US20080064885A1 (en) * 2004-06-16 2008-03-13 Sumitomo Chemical Company, Limited Process for Producing 2-Oxo-1-Phenyl-3-Oxabicyclo[3.1.0]Hexane
WO2010086394A1 (en) * 2009-01-29 2010-08-05 Pierre Fabre Medicament Method for synthesis of (1s, 2r)-milnacipran
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

Also Published As

Publication number Publication date
WO2014203277A2 (en) 2014-12-24

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