CA2519209C - Method for producing 2-cyano-3-hydroxy-n(phenyl)but-2-enamides - Google Patents

Method for producing 2-cyano-3-hydroxy-n(phenyl)but-2-enamides Download PDF

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Publication number
CA2519209C
CA2519209C CA2519209A CA2519209A CA2519209C CA 2519209 C CA2519209 C CA 2519209C CA 2519209 A CA2519209 A CA 2519209A CA 2519209 A CA2519209 A CA 2519209A CA 2519209 C CA2519209 C CA 2519209C
Authority
CA
Canada
Prior art keywords
compound
phenyl
solvent
formula
mol
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.)
Expired - Fee Related
Application number
CA2519209A
Other languages
English (en)
French (fr)
Other versions
CA2519209A1 (en
Inventor
Jochen Hachtel
Bernd Neises
Wilfried Schwab
Roland Utz
Martin Zahn
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.)
Sanofi Aventis Deutschland GmbH
Original Assignee
Sanofi Aventis Deutschland GmbH
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 Sanofi Aventis Deutschland GmbH filed Critical Sanofi Aventis Deutschland GmbH
Publication of CA2519209A1 publication Critical patent/CA2519209A1/en
Application granted granted Critical
Publication of CA2519209C publication Critical patent/CA2519209C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/275—Nitriles; Isonitriles
    • A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/32—Separation; Purification; Stabilisation; Use of additives
    • 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
    • C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
    • C07C255/26—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton containing cyano groups, amino groups and singly-bound oxygen atoms bound to 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
    • C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
    • C07C255/27—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton containing cyano groups, amino groups and doubly-bound oxygen atoms bound to the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA2519209A 2003-03-18 2004-03-06 Method for producing 2-cyano-3-hydroxy-n(phenyl)but-2-enamides Expired - Fee Related CA2519209C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10311763.6 2003-03-18
DE10311763A DE10311763A1 (de) 2003-03-18 2003-03-18 Verfahren zur Herstellung von 2-Cyan-3-hydroxy-N-(phenyl)but-2-enamiden
PCT/EP2004/002311 WO2004083165A1 (de) 2003-03-18 2004-03-06 Verfahren zur hertellung von 2-cyan-3-hydroxy-n-(phenyl)but-2-enamiden

Publications (2)

Publication Number Publication Date
CA2519209A1 CA2519209A1 (en) 2004-09-30
CA2519209C true CA2519209C (en) 2011-12-06

Family

ID=32945937

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2519209A Expired - Fee Related CA2519209C (en) 2003-03-18 2004-03-06 Method for producing 2-cyano-3-hydroxy-n(phenyl)but-2-enamides

Country Status (20)

Country Link
EP (1) EP1606246B1 (enExample)
JP (1) JP4546952B2 (enExample)
KR (1) KR101072237B1 (enExample)
CN (1) CN100361967C (enExample)
AR (1) AR043624A1 (enExample)
AT (1) ATE468323T1 (enExample)
AU (1) AU2004222139B2 (enExample)
CA (1) CA2519209C (enExample)
CY (1) CY1110722T1 (enExample)
DE (2) DE10311763A1 (enExample)
DK (1) DK1606246T3 (enExample)
ES (1) ES2346215T3 (enExample)
IL (1) IL170934A (enExample)
MX (1) MXPA05009764A (enExample)
PL (1) PL1606246T3 (enExample)
PT (1) PT1606246E (enExample)
RU (1) RU2330838C2 (enExample)
SI (1) SI1606246T1 (enExample)
TW (1) TW200503995A (enExample)
WO (1) WO2004083165A1 (enExample)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009147624A2 (en) * 2008-06-05 2009-12-10 Alembic Limited A process for preparing teriflunomide
EP2807142B1 (en) 2012-01-28 2019-09-04 Optmed Inc. Improved methylidene malonate process
CN104995166A (zh) * 2013-01-29 2015-10-21 Opt迈德有限公司 改进的1,1-二取代的乙烯方法
CN104693070A (zh) * 2013-12-10 2015-06-10 深圳翰宇药业股份有限公司 一种特立氟胺的合成方法
CN105272882B (zh) * 2014-07-23 2019-05-31 欣凯医药化工中间体（上海）有限公司 一种环保简便制备泰瑞米特的方法
CN116924937A (zh) * 2022-04-02 2023-10-24 江苏康缘药业股份有限公司 2-氰基-3-羟基-2-丁烯-(4-三氟甲基-苯基)酰胺制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8619432D0 (en) * 1986-08-08 1986-09-17 Lilly Industries Ltd Pharmaceutical compounds
US5700823A (en) * 1994-01-07 1997-12-23 Sugen, Inc. Treatment of platelet derived growth factor related disorders such as cancers
US5519042A (en) * 1994-01-13 1996-05-21 Hoechst Aktiengesellschaft Method of treating hyperproliferative vascular disease
DE19636974A1 (de) * 1996-09-12 1998-03-19 Hoechst Ag 2-Cyano-3,5-dihydroxy-hex-2-en- carbonsäureamidderivate
AU2001236361A1 (en) * 2000-10-20 2002-05-06 Parker Hughes Institute Treatment of asthma with lfm analogues

Also Published As

Publication number Publication date
RU2330838C2 (ru) 2008-08-10
EP1606246B1 (de) 2010-05-19
JP4546952B2 (ja) 2010-09-22
DE10311763A1 (de) 2004-10-07
PL1606246T3 (pl) 2010-10-29
WO2004083165A1 (de) 2004-09-30
HK1086818A1 (zh) 2006-09-29
MXPA05009764A (es) 2005-10-26
AU2004222139B2 (en) 2010-03-04
IL170934A (en) 2009-11-18
SI1606246T1 (sl) 2010-08-31
ES2346215T3 (es) 2010-10-13
JP2006520345A (ja) 2006-09-07
PT1606246E (pt) 2010-07-21
AR043624A1 (es) 2005-08-03
DE502004011176D1 (de) 2010-07-01
CN1756737A (zh) 2006-04-05
KR101072237B1 (ko) 2011-10-12
AU2004222139A1 (en) 2004-09-30
CA2519209A1 (en) 2004-09-30
TW200503995A (en) 2005-02-01
CY1110722T1 (el) 2015-06-10
KR20050120647A (ko) 2005-12-22
RU2005132162A (ru) 2006-02-10
EP1606246A1 (de) 2005-12-21
DK1606246T3 (da) 2010-09-06
ATE468323T1 (de) 2010-06-15
CN100361967C (zh) 2008-01-16

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