SK812017A3 - Method for preparing of tapentadol and its intermediates - Google Patents

Method for preparing of tapentadol and its intermediates

Info

Publication number
SK812017A3
SK812017A3 SK81-2017A SK812017A SK812017A3 SK 812017 A3 SK812017 A3 SK 812017A3 SK 812017 A SK812017 A SK 812017A SK 812017 A3 SK812017 A3 SK 812017A3
Authority
SK
Slovakia
Prior art keywords
preparing
tapentadol
diastereomers
formula
intermediates
Prior art date
Application number
SK81-2017A
Other languages
Slovak (sk)
Inventor
Duĺ An Berkeĺ
Jozef Markus
Original Assignee
Saneca Pharmaceuticals A. S.
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 Saneca Pharmaceuticals A. S. filed Critical Saneca Pharmaceuticals A. S.
Priority to SK81-2017A priority Critical patent/SK812017A3/en
Priority to EA202090197A priority patent/EA202090197A1/en
Priority to PCT/SK2018/000005 priority patent/WO2019035775A1/en
Priority to EP18769245.4A priority patent/EP3713911A1/en
Publication of SK812017A3 publication Critical patent/SK812017A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00—Separation of optically-active compounds
    • 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
    • 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
    • C07C217/64—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 further substituted by singly-bound oxygen atoms
    • C07C217/66—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 further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain
    • C07C217/72—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 further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain linked by carbon chains having at least three 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
    • C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/26—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified 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
    • C07C219/28—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified 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 having amino groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C221/00—Preparation of compounds containing amino groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
    • C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and 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

Abstract

Spôsob prípravy tapentadolu vo forme bázy alebo jeho hydrogenchloridu zahŕňa prípravu soli vzorca (III) zo zmesi diastereomérov vzorca (II) pomocou kryštalizáciou indukovanej asymetrickej transformácie (CIAT) cez oxo-enolovú tautomérnu rovnováhu kovalentne viazaných diastereomérov, posunutú smerom k žiadanému diastereoméru bez použitia chirálnej rezolúcie s chirálnymi karboxylovými kyselinami.The process for preparing tapentadol in base form or its hydrogen chloride comprises preparing a salt of formula (III) from a mixture of diastereomers of formula (II) by crystallization-induced asymmetric transformation (CIAT) through an oxo-enol tautomeric equilibrium of covalently bonded diastereomers, displaced toward the desired diastereomer without using a chiral resolution with chiral carboxylic acids.

SK81-2017A 2017-08-18 2017-08-18 Method for preparing of tapentadol and its intermediates SK812017A3 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
SK81-2017A SK812017A3 (en) 2017-08-18 2017-08-18 Method for preparing of tapentadol and its intermediates
EA202090197A EA202090197A1 (en) 2017-08-18 2018-08-14 METHOD FOR PRODUCING TAPENTADOL AND ITS INTERMEDIATE COMPOUNDS
PCT/SK2018/000005 WO2019035775A1 (en) 2017-08-18 2018-08-14 Method for the preparation of tapentadol and its intermediates
EP18769245.4A EP3713911A1 (en) 2017-08-18 2018-08-14 Method for the preparation of tapentadol and its intermediates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SK81-2017A SK812017A3 (en) 2017-08-18 2017-08-18 Method for preparing of tapentadol and its intermediates

Publications (1)

Publication Number Publication Date
SK812017A3 true SK812017A3 (en) 2019-03-01

Family

ID=65362569

Family Applications (1)

Application Number Title Priority Date Filing Date
SK81-2017A SK812017A3 (en) 2017-08-18 2017-08-18 Method for preparing of tapentadol and its intermediates

Country Status (4)

Country Link
EP (1) EP3713911A1 (en)
EA (1) EA202090197A1 (en)
SK (1) SK812017A3 (en)
WO (1) WO2019035775A1 (en)

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI401237B (en) 2006-07-24 2013-07-11 Preparation of 3-[(1r, 2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol monohydrochloride
PT2046726E (en) * 2006-07-24 2010-04-15 Janssen Pharmaceutica Nv Preparation of (2r,3r)-3-(3-methoxyphenyl)-n,n,2-trimethylpentanamine
TWI448447B (en) 2006-07-24 2014-08-11 Gruenenthal Chemie Process for the preparation of (1r,2r)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenol
IT1397189B1 (en) 2009-12-01 2013-01-04 Archimica Srl NEW PROCESS FOR THE PREPARATION OF TAPENTADOL AND ITS INTERMEDIATES.
CN102320984B (en) 2011-07-25 2014-04-02 江苏恩华药业股份有限公司 Preparation method of (R)-3-(3-methoxy phenyl)-N,N,2-trimethylpent-3-ene-1-amine
WO2013111161A2 (en) 2012-01-10 2013-08-01 Msn Laboratories Limited Process for the preparation of 3-aryl-2-methyl-propanamine derivatives and polymorphs thereof
CN103159633B (en) 2012-07-06 2015-08-12 江苏恩华药业股份有限公司 The preparation method of tapentadol hydrochloride and the compound for the preparation of tapentadol hydrochloride

Also Published As

Publication number Publication date
WO2019035775A1 (en) 2019-02-21
EP3713911A1 (en) 2020-09-30
EA202090197A1 (en) 2020-05-27

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