WO2015000555A3 - A novel process for the preparation of tetralin and naphthalene derivatives - Google Patents

A novel process for the preparation of tetralin and naphthalene derivatives Download PDF

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Publication number
WO2015000555A3
WO2015000555A3 PCT/EP2014/001672 EP2014001672W WO2015000555A3 WO 2015000555 A3 WO2015000555 A3 WO 2015000555A3 EP 2014001672 W EP2014001672 W EP 2014001672W WO 2015000555 A3 WO2015000555 A3 WO 2015000555A3
Authority
WO
WIPO (PCT)
Prior art keywords
tetralin
preparation
novel process
naphthalene derivatives
compounds
Prior art date
Application number
PCT/EP2014/001672
Other languages
French (fr)
Other versions
WO2015000555A2 (en
Inventor
V. Theocharis KOFTIS
Efstratios Neokosmidis
Christos STATHAKIS
Thanos Andreou
Christos RAPTIS
Anastasia-Aikaterini VARVOGLI
Original Assignee
Pharmathen S.A.
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 Pharmathen S.A. filed Critical Pharmathen S.A.
Priority to ES14738726T priority Critical patent/ES2863977T3/en
Priority to EP14738726.0A priority patent/EP3016931B1/en
Priority to CN201480037292.4A priority patent/CN105555758A/en
Publication of WO2015000555A2 publication Critical patent/WO2015000555A2/en
Publication of WO2015000555A3 publication Critical patent/WO2015000555A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • 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
    • 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
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

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

Abstract

The present invention relates to a novel process for the preparation of tetralin and naphthalene derivatives of formula (IV), including Agomelatine and pharmaceutical acceptable salts thereof. Such compounds are considered to be interesting either as useful building blocks or due to their biological activity. The compounds of formula (IV) are prepared from compounds of formula (I) via intermediates (III) by allylic rearrangement.
PCT/EP2014/001672 2013-07-04 2014-06-19 A novel process for the preparation of tetralin and naphthalene derivatives WO2015000555A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
ES14738726T ES2863977T3 (en) 2013-07-04 2014-06-19 A new procedure for the preparation of tetralin and naphthalene derivatives
EP14738726.0A EP3016931B1 (en) 2013-07-04 2014-06-19 A novel process for the preparation of tetralin and naphthalene derivatives
CN201480037292.4A CN105555758A (en) 2013-07-04 2014-06-19 A novel process for the preparation of tetralin and naphthalene derivatives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP2013001959 2013-07-04
EPPCT/EP2013/001959 2013-07-04

Publications (2)

Publication Number Publication Date
WO2015000555A2 WO2015000555A2 (en) 2015-01-08
WO2015000555A3 true WO2015000555A3 (en) 2015-03-12

Family

ID=51177012

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/001672 WO2015000555A2 (en) 2013-07-04 2014-06-19 A novel process for the preparation of tetralin and naphthalene derivatives

Country Status (3)

Country Link
CN (1) CN105555758A (en)
ES (1) ES2863977T3 (en)
WO (1) WO2015000555A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106543034A (en) * 2016-10-31 2017-03-29 苏州弘森药业股份有限公司 A kind of method of 7 methoxynaphthalene acetonitriles of synthesis
CN111807968B (en) * 2020-07-01 2022-05-20 复旦大学 Synthetic method of 2- (1-cyclohexenyl) ethylamine

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1564202A1 (en) * 2004-02-13 2005-08-17 Les Laboratoires Servier Novel process for synthesizing and a novel crystal form of agomelatin as well as pharmaceutical preparations containing these
WO2012046253A2 (en) * 2010-10-08 2012-04-12 Msn Laboratories Limited Process for the preparation of n-[2- (7-methoxy-l-naphthyl) ethyl] acetamide and its novel crystalline forms
EP2562151A1 (en) * 2011-08-25 2013-02-27 Dr. Reddy's Laboratories Ltd. Processes for the preparation of agomelatine and its intermediates

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1564202A1 (en) * 2004-02-13 2005-08-17 Les Laboratoires Servier Novel process for synthesizing and a novel crystal form of agomelatin as well as pharmaceutical preparations containing these
WO2012046253A2 (en) * 2010-10-08 2012-04-12 Msn Laboratories Limited Process for the preparation of n-[2- (7-methoxy-l-naphthyl) ethyl] acetamide and its novel crystalline forms
EP2562151A1 (en) * 2011-08-25 2013-02-27 Dr. Reddy's Laboratories Ltd. Processes for the preparation of agomelatine and its intermediates

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
MOHAMED ETTAOUSSI ET AL: "Design, synthesis and pharmacological evaluation of new series of naphthalenic analogues as melatoninergic (MT/MT) and serotoninergic 5-HTdual ligands (I)", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, EDITIONS SCIENTIFIQUE ELSEVIER, PARIS, FR, vol. 49, 12 January 2012 (2012-01-12), pages 310 - 323, XP028458565, ISSN: 0223-5234, [retrieved on 20120120], DOI: 10.1016/J.EJMECH.2012.01.027 *

Also Published As

Publication number Publication date
CN105555758A (en) 2016-05-04
WO2015000555A2 (en) 2015-01-08
ES2863977T3 (en) 2021-10-13

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