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WO2013054273A3 - Process for the preparation of agomelatine - Google Patents

Process for the preparation of agomelatine Download PDF

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Publication number
WO2013054273A3
WO2013054273A3 PCT/IB2012/055485 IB2012055485W WO2013054273A3 WO 2013054273 A3 WO2013054273 A3 WO 2013054273A3 IB 2012055485 W IB2012055485 W IB 2012055485W WO 2013054273 A3 WO2013054273 A3 WO 2013054273A3
Authority
WO
WIPO (PCT)
Prior art keywords
agomelatine
preparation
formula
provides
intermediate compounds
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.)
Ceased
Application number
PCT/IB2012/055485
Other languages
French (fr)
Other versions
WO2013054273A2 (en
WO2013054273A9 (en
Inventor
Anu Mittal
Mahavir Singh Khanna
Rajesh Kumar Thaper
Mohan Prasad
Sudershan Kumar Arora
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.)
Ranbaxy Laboratories Ltd
Original Assignee
Ranbaxy Laboratories 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 Ranbaxy Laboratories Ltd filed Critical Ranbaxy Laboratories Ltd
Publication of WO2013054273A2 publication Critical patent/WO2013054273A2/en
Publication of WO2013054273A9 publication Critical patent/WO2013054273A9/en
Publication of WO2013054273A3 publication Critical patent/WO2013054273A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/60—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C247/00—Compounds containing azido groups
    • C07C247/02—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C247/08—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton being unsaturated
    • C07C247/10—Compounds containing azido groups with azido groups bound to acyclic carbon atoms of a carbon skeleton being unsaturated and containing rings
    • 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
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/73—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed 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
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

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

Abstract

The present invention provides a process for the preparation of agomelatine and its intermediate compounds. The invention also provides intermediate compounds of agomelatine represented by Formula IV, Formula V and Formula VIII.
PCT/IB2012/055485 2011-10-11 2012-10-10 Process for the preparation of agomelatine Ceased WO2013054273A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2921DE2011 2011-10-11
IN2921/DEL/2011 2011-10-11

Publications (3)

Publication Number Publication Date
WO2013054273A2 WO2013054273A2 (en) 2013-04-18
WO2013054273A9 WO2013054273A9 (en) 2013-07-11
WO2013054273A3 true WO2013054273A3 (en) 2013-09-06

Family

ID=47297330

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2012/055485 Ceased WO2013054273A2 (en) 2011-10-11 2012-10-10 Process for the preparation of agomelatine

Country Status (1)

Country Link
WO (1) WO2013054273A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110141935B (en) * 2019-05-13 2021-06-01 华侨大学 A functionalized ionic liquid phase change system for carbon dioxide capture and its application

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110130571A1 (en) * 2008-07-29 2011-06-02 Guisen Zhang Process for the manufacture of agomelatine and its intermediate

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2658818B1 (en) 1990-02-27 1993-12-31 Adir Cie NOVEL DERIVATIVES WITH NAPHTHALENIC STRUCTURE, PROCESS FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
FR2866336B1 (en) 2004-02-13 2006-03-24 Servier Lab NOVEL PROCESS FOR THE SYNTHESIS OF (7-METHOXY-3,4-DIHYDRO-1-NAPHTHALENYL) ACETONITRILE AND APPLICATION TO THE SYNTHESIS OF AGOMELATIN
FR2866334B1 (en) 2004-02-13 2006-05-26 Servier Lab NOVEL PROCESS FOR THE SYNTHESIS OF (7-METHOXY-1-NAPHTHYL) ACETONITRILE AND APPLICATION TO THE SYNTHESIS OF AGOMELATIN
FR2866337B1 (en) 2004-02-13 2006-05-26 Servier Lab NOVEL PROCESS FOR THE SYNTHESIS OF (7-METHOXY-1-NAPHTHYL) ACETONITRILE AND APPLICATION TO THE SYNTHESIS OF AGLOMELATIN
FR2919606B1 (en) 2007-08-03 2010-09-17 Servier Lab NEW PROCESS FOR SYNTHESIZING (7-METHOXY-1-NAPHTHYL) ACETONITRILE AND APPLICATION TO THE SYNTHESIS OF AGOMELATIN
FR2934857B1 (en) 2008-08-05 2010-08-27 Servier Lab NEW PROCESS FOR THE SYNTHESIS OF AGOMELATIN

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110130571A1 (en) * 2008-07-29 2011-06-02 Guisen Zhang Process for the manufacture of agomelatine and its intermediate

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
TOM SIDNEY MOORE ET AL: "N-substituted derivatives of piperazine and ethylenediamine. Part I. The preparation of N-monosubstituted derivatives", JOURNAL OF THE CHEMICAL SOCIETY (RESUMED), 1 January 1929 (1929-01-01), pages 39 - 51, XP055054525, ISSN: 0368-1769, DOI: 10.1039/jr9290000039 *
TRINKA P SLEGEL P ET AL: "A CONVENIENT SYNTHESIS OF ETHYL (2-AMINO-5,6-DICHLOROBENZYL)GLYCINATE", JOURNAL FUER PRAKTISCHE CHEMIE, LEIPZIG, DE, vol. 338, no. 7, 1 January 1996 (1996-01-01), pages 675 - 678, XP009047314, ISSN: 0021-8383, DOI: 10.1002/PRAC.199633801129 *

Also Published As

Publication number Publication date
WO2013054273A2 (en) 2013-04-18
WO2013054273A9 (en) 2013-07-11

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