CA2780842C - New process for the preparation of tapentadol and intermediates thereof - Google Patents

New process for the preparation of tapentadol and intermediates thereof Download PDF

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Publication number
CA2780842C
CA2780842C CA2780842A CA2780842A CA2780842C CA 2780842 C CA2780842 C CA 2780842C CA 2780842 A CA2780842 A CA 2780842A CA 2780842 A CA2780842 A CA 2780842A CA 2780842 C CA2780842 C CA 2780842C
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acid
process according
compound
formula
carried out
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CA2780842A
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English (en)
French (fr)
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CA2780842A1 (en
Inventor
Giuseppe Motta
Domenico Vergani
Giorgio Bertolini
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Curia Italy SRL
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Euticals SpA
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    • 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
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the 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
    • 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
    • C07C213/06—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton from hydroxy amines by reactions involving the etherification or esterification of 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
    • C07C213/10—Separation; Purification; Stabilisation; Use of additives
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/42—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/43—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
    • C07C245/20—Diazonium compounds
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA2780842A 2009-12-01 2010-11-30 New process for the preparation of tapentadol and intermediates thereof Active CA2780842C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
ITMI2009A002110A IT1397189B1 (it) 2009-12-01 2009-12-01 Nuovo processo per la preparazione di tapentadol e suoi intermedi.
ITMI2009A002110 2009-12-01
PCT/IB2010/055499 WO2011067714A1 (en) 2009-12-01 2010-11-30 New process for the preparation of tapentadol and intermediates thereof

Publications (2)

Publication Number Publication Date
CA2780842A1 CA2780842A1 (en) 2011-06-09
CA2780842C true CA2780842C (en) 2018-06-19

Family

ID=42309693

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2780842A Active CA2780842C (en) 2009-12-01 2010-11-30 New process for the preparation of tapentadol and intermediates thereof

Country Status (11)

Country Link
US (1) US8729308B2 (https=)
EP (1) EP2507203B1 (https=)
JP (1) JP5901534B2 (https=)
KR (1) KR101766503B1 (https=)
CN (1) CN102869644B (https=)
BR (1) BR112012013302A2 (https=)
CA (1) CA2780842C (https=)
ES (1) ES2640313T3 (https=)
IL (1) IL219913A (https=)
IT (1) IT1397189B1 (https=)
WO (1) WO2011067714A1 (https=)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2674414A1 (en) 2012-06-15 2013-12-18 Siegfried AG Method for the preparation of 1-aryl-1-alkyl-3-dialkylaminopropane compounds
CN102924303B (zh) * 2012-10-31 2013-11-20 合肥市新星医药化工有限公司 盐酸他喷他多晶型c及其制备方法和应用
US9090539B2 (en) 2013-05-24 2015-07-28 Ampac Fine Chemicals Llc Compounds and methods for preparing substituted 3-(1-amino-2-methylpentane-3-yl)phenyl compounds
CN103254088B (zh) * 2013-05-24 2014-08-06 合肥市新星医药化工有限公司 盐酸他喷他多晶型d及其制备方法和应用
WO2015075678A1 (en) 2013-11-21 2015-05-28 Unimark Remedies Ltd. A novel process for the preparation of 1-phenyl-3-aminopropane derivatives
CN104803861B (zh) * 2014-01-27 2017-05-24 上海博邦医药科技有限公司 一种合成盐酸他喷他多的方法
GB2539442A (en) * 2015-06-16 2016-12-21 Azad Pharmaceutical Ingredients Ag New synthesis of tapentadol-HCI intermediates
SK812017A3 (sk) 2017-08-18 2019-03-01 Saneca Pharmaceuticals A. S. Spôsob prípravy tapentadolu a jeho medziproduktov

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3824271A (en) * 1972-07-20 1974-07-16 American Cyanamid Co 3-alkyl-3-(benzoyl)propionitriles
US3888901A (en) 1972-07-20 1975-06-10 American Cyanamid Co Process of preparing 3-alkyl-3-(benzoyl)propionitriles
AU651373B2 (en) 1990-07-25 1994-07-21 Mobil Oil Corporation Reactor quenching for catalytic olefin hydration in ether production
DE4426245A1 (de) * 1994-07-23 1996-02-22 Gruenenthal Gmbh 1-Phenyl-3-dimethylamino-propanverbindungen mit pharmakologischer Wirkung
DE10326097A1 (de) * 2003-06-06 2005-01-05 Grünenthal GmbH Verfahren zur Herstellung von Dimethyl-(3-aryl-butyl)-aminverbindungen
WO2006012283A1 (en) 2004-06-25 2006-02-02 Ranpak Corporation Dunnage conversion machine with floating guides
DE102005033732B4 (de) * 2005-05-27 2014-02-13 Grünenthal GmbH Trennung stereoisomerer N,N-Dialkylamino-2-alkyl-3-hydroxy-3-phenyl-alkane
TWI401237B (zh) * 2006-07-24 2013-07-11 ３-〔（１ｒ，２ｒ）-３-（二甲基氨基）-１-乙基-２-甲基丙基〕酚之製備
TWI496762B (zh) * 2006-07-24 2015-08-21 製備（１ｒ，２ｒ）-３-（３-二甲胺基-１-乙基-２-甲基-丙基）-酚之方法
WO2008012283A1 (en) * 2006-07-24 2008-01-31 Janssen Pharmaceutica Nv Preparation of (2r,3r)-3-(3-methoxyphenyl)-n,n,2-trimethylpentanamine

Also Published As

Publication number Publication date
JP5901534B2 (ja) 2016-04-13
KR101766503B1 (ko) 2017-08-08
CN102869644B (zh) 2015-02-25
IL219913A (en) 2015-04-30
ITMI20092110A1 (it) 2011-06-02
EP2507203B1 (en) 2017-07-05
BR112012013302A2 (pt) 2016-03-01
JP2013512276A (ja) 2013-04-11
EP2507203A1 (en) 2012-10-10
US8729308B2 (en) 2014-05-20
IT1397189B1 (it) 2013-01-04
KR20120101474A (ko) 2012-09-13
US20120232306A1 (en) 2012-09-13
CA2780842A1 (en) 2011-06-09
CN102869644A (zh) 2013-01-09
WO2011067714A1 (en) 2011-06-09
IL219913A0 (en) 2012-07-31
ES2640313T3 (es) 2017-11-02

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