WO2008013993A3 - Processes for the synthesis of o-desmethylvenlafaxine - Google Patents

Processes for the synthesis of o-desmethylvenlafaxine Download PDF

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Publication number
WO2008013993A3
WO2008013993A3 PCT/US2007/017009 US2007017009W WO2008013993A3 WO 2008013993 A3 WO2008013993 A3 WO 2008013993A3 US 2007017009 W US2007017009 W US 2007017009W WO 2008013993 A3 WO2008013993 A3 WO 2008013993A3
Authority
WO
WIPO (PCT)
Prior art keywords
desmethylvenlafaxine
processes
synthesis
intermediates
cyclohexylbenzylcyanide
Prior art date
Application number
PCT/US2007/017009
Other languages
French (fr)
Other versions
WO2008013993A2 (en
Inventor
Valerie Niddam-Hildesheim
Natalia Shenkar
Tamar Nidam
Original Assignee
Teva Pharma
Valerie Niddam-Hildesheim
Natalia Shenkar
Tamar Nidam
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 Teva Pharma, Valerie Niddam-Hildesheim, Natalia Shenkar, Tamar Nidam filed Critical Teva Pharma
Priority to EP07810899A priority Critical patent/EP1934167A2/en
Priority to CA002656166A priority patent/CA2656166A1/en
Priority to PCT/US2007/017009 priority patent/WO2008013993A2/en
Priority to JP2008527229A priority patent/JP4763788B2/en
Publication of WO2008013993A2 publication Critical patent/WO2008013993A2/en
Publication of WO2008013993A3 publication Critical patent/WO2008013993A3/en
Priority to IL196405A priority patent/IL196405A0/en

Links

Classifications

    • 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
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having 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
    • C07C215/64—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having 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 rings other than six-membered aromatic rings being part of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/36—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Abstract

The present invention describes processes for the preparation of O-desmethylvenlafaxine and the intermediates cyclohexylbenzylcyanide and tridesmethylvenlafaxine, which may be used as intermediates in preparing O- desmethylvenlafaxine.
PCT/US2007/017009 2006-07-26 2007-07-26 Processes for the synthesis of o-desmethylvenlafaxine WO2008013993A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP07810899A EP1934167A2 (en) 2006-07-26 2007-07-26 Processes for the synthesis of o-desmethylvenlafaxine
CA002656166A CA2656166A1 (en) 2006-07-26 2007-07-26 Processes for the synthesis of o-desmethylvenlafaxine
PCT/US2007/017009 WO2008013993A2 (en) 2006-07-26 2007-07-26 Processes for the synthesis of o-desmethylvenlafaxine
JP2008527229A JP4763788B2 (en) 2006-07-26 2007-07-26 Method for synthesizing O-desmethylvenlafaxine
IL196405A IL196405A0 (en) 2006-07-26 2009-01-08 Processes for the synthesus of o-desmethylvenlafaxine

Applications Claiming Priority (15)

Application Number Priority Date Filing Date Title
US83361606P 2006-07-26 2006-07-26
US60/833,616 2006-07-26
US83787906P 2006-08-14 2006-08-14
US60/837,879 2006-08-14
US84399806P 2006-09-11 2006-09-11
US60/843,998 2006-09-11
US84921606P 2006-10-03 2006-10-03
US84925506P 2006-10-03 2006-10-03
US60/849,255 2006-10-03
US60/849,216 2006-10-03
US90663907P 2007-03-12 2007-03-12
US60/906,639 2007-03-12
US90687907P 2007-03-13 2007-03-13
US60/906,879 2007-03-13
PCT/US2007/017009 WO2008013993A2 (en) 2006-07-26 2007-07-26 Processes for the synthesis of o-desmethylvenlafaxine

Publications (2)

Publication Number Publication Date
WO2008013993A2 WO2008013993A2 (en) 2008-01-31
WO2008013993A3 true WO2008013993A3 (en) 2008-04-10

Family

ID=39750811

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2007/017009 WO2008013993A2 (en) 2006-07-26 2007-07-26 Processes for the synthesis of o-desmethylvenlafaxine

Country Status (4)

Country Link
JP (1) JP4763788B2 (en)
CA (1) CA2656166A1 (en)
IL (1) IL196405A0 (en)
WO (1) WO2008013993A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109012737B (en) * 2018-06-19 2021-09-17 陕西蒲城万德科技有限公司 Catalytic synthesis method of antidepressant drug intermediate

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0112669A2 (en) * 1982-12-13 1984-07-04 American Home Products Corporation Phenethylamine derivatives and intermediates therefor
WO2000032555A1 (en) * 1998-12-01 2000-06-08 Sepracor Inc. Derivatives of (+)-venlafaxine and methods of preparing and using the same
WO2000059851A1 (en) * 1999-04-06 2000-10-12 Sepracor Inc. Derivatives of venlafaxine and methods of preparing and using the same
EP1219591A1 (en) * 2000-12-27 2002-07-03 Bayer Aktiengesellschaft Process for preparing 2-(4-trifluoromethoxyphenyl)ethylamine and 4-bromomethyl- and 4-chloromethyl- -1trifluoromethoxybenzene
US20020120164A1 (en) * 2001-02-28 2002-08-29 Council Of Scientific And Industrial Research Process for the preparation of 1-[cyano(aryl)methyl] cyclohexanol
WO2003000652A1 (en) * 2001-06-22 2003-01-03 Wyeth Process for preparation of cyclohexanol derivatives
US20040106818A1 (en) * 2002-11-29 2004-06-03 Lan Zhiyin Process for the preparation of cyclohexanol derivatives
WO2007000294A1 (en) * 2005-06-29 2007-01-04 Wyeth Process for the preparation of 1-[cyano (4-hydroxyphenyl)methyl]cyclohexanol compounds

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3494954A (en) * 1967-06-19 1970-02-10 Cutter Lab 3,3-bis(phenyl)-2-(4-hydroxyphenyl)acrylonitriles
JPS57149257A (en) * 1981-03-13 1982-09-14 Nissan Chem Ind Ltd 4-benzyloxyphenylacetamide
ZA839073B (en) * 1982-12-13 1984-09-26 American Home Prod Phenethylamine derivatives and intermediates therefor
JPH10204057A (en) * 1997-01-27 1998-08-04 Tosoh Corp Halogenated thioformate derivative and its production
TWI228118B (en) * 2000-08-30 2005-02-21 Ciba Sc Holding Ag Process for the preparation of substituted phenylacetonitriles
WO2002050017A1 (en) * 2000-12-20 2002-06-27 Ciba Specialty Chemicals Holding Inc. Process for the preparation of phenethylamine derivatives
PT1360169E (en) * 2001-02-12 2007-10-29 Wyeth Corp Succinate salt of o-desmethyl-venlafaxine
UA80543C2 (en) * 2001-12-04 2007-10-10 Wyeth Corp Method for the preparation of o-desmethylvenlafaxine
EP1870395A1 (en) * 2006-06-19 2007-12-26 KRKA, D.D., Novo Mesto Process for preparation of o-desmethylvenlafaxine and its analogue

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0112669A2 (en) * 1982-12-13 1984-07-04 American Home Products Corporation Phenethylamine derivatives and intermediates therefor
WO2000032555A1 (en) * 1998-12-01 2000-06-08 Sepracor Inc. Derivatives of (+)-venlafaxine and methods of preparing and using the same
WO2000059851A1 (en) * 1999-04-06 2000-10-12 Sepracor Inc. Derivatives of venlafaxine and methods of preparing and using the same
EP1219591A1 (en) * 2000-12-27 2002-07-03 Bayer Aktiengesellschaft Process for preparing 2-(4-trifluoromethoxyphenyl)ethylamine and 4-bromomethyl- and 4-chloromethyl- -1trifluoromethoxybenzene
US20020120164A1 (en) * 2001-02-28 2002-08-29 Council Of Scientific And Industrial Research Process for the preparation of 1-[cyano(aryl)methyl] cyclohexanol
WO2003000652A1 (en) * 2001-06-22 2003-01-03 Wyeth Process for preparation of cyclohexanol derivatives
US20040106818A1 (en) * 2002-11-29 2004-06-03 Lan Zhiyin Process for the preparation of cyclohexanol derivatives
WO2007000294A1 (en) * 2005-06-29 2007-01-04 Wyeth Process for the preparation of 1-[cyano (4-hydroxyphenyl)methyl]cyclohexanol compounds

Non-Patent Citations (14)

* Cited by examiner, † Cited by third party
Title
BULL SOC CHIM FR, 1967, pages 2110 - 2116 *
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; XP002466133, retrieved from XFIRE Database accession no. BRN 4915303 *
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; XP002466134, retrieved from XFIRE Database accession no. BRN 509825 *
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; XP002466135, retrieved from XFIRE Database accession no. BRN 8340448 *
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; XP002466136, retrieved from XFIRE Database accession no. BRN 8551248 *
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; XP002466137, retrieved from XFIRE Database accession no. BRN 3314063 *
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; XP002466138, retrieved from XFIRE Database accession no. BRN 3252517 *
J MED CHEM, vol. 42, no. 22, 1999, pages 4680 - 4694 *
J ORG CHEM, vol. 64, no. 13, 1999, pages 4887 - 4892 *
JUSTUS LIEBIGS ANN CHEM, vol. 322, 1902, pages 160 *
M MIYAKAWA, T S SCANLAN: "Synthesis of [125I]-, [2H]-, and [3H]-labeled 3-Iodothyroamine (T1AM)", SYNTHETIC COMMUNICATIONS, vol. 36, 1 March 2006 (2006-03-01), pages 891 - 902, XP002466132 *
ORG LETT, vol. 8, no. 5, 2006, pages 1007 - 1009 *
YAKUGAKU ZASSHI, vol. 59, 1939, pages 547 - 549 *
YARDLEY J P ET AL: "2-PHENYL-2-(1-HYDROXYCYCLOALKYL)ETHYLAMINE DERIVATIVES: SYNTHESIS AND ANTIDEPRESSANT ACTIVITY", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 33, 1990, pages 2899 - 2905, XP000891765, ISSN: 0022-2623 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109012737B (en) * 2018-06-19 2021-09-17 陕西蒲城万德科技有限公司 Catalytic synthesis method of antidepressant drug intermediate

Also Published As

Publication number Publication date
WO2008013993A2 (en) 2008-01-31
CA2656166A1 (en) 2008-01-31
IL196405A0 (en) 2009-11-18
JP2008545807A (en) 2008-12-18
JP4763788B2 (en) 2011-08-31

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