PE20050593A1 - Proceso para la preparacion de una sal del acido dicarboxilico de 6-[fenil(sustituido)-triazolopirimidina como inhibidores de tubulina - Google Patents

Proceso para la preparacion de una sal del acido dicarboxilico de 6-[fenil(sustituido)-triazolopirimidina como inhibidores de tubulina

Info

Publication number
PE20050593A1
PE20050593A1 PE2004001201A PE2004001201A PE20050593A1 PE 20050593 A1 PE20050593 A1 PE 20050593A1 PE 2004001201 A PE2004001201 A PE 2004001201A PE 2004001201 A PE2004001201 A PE 2004001201A PE 20050593 A1 PE20050593 A1 PE 20050593A1
Authority
PE
Peru
Prior art keywords
salt
triazolopyrimidine
phenyl
alkyl
substituted
Prior art date
Application number
PE2004001201A
Other languages
English (en)
Inventor
Yanzhong Wu
Jean Schmid
Jay Thomas Afragola
David Michael Blum
Semiramis Ayral-Kaloustian
Original Assignee
Wyeth Corp
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 Wyeth Corp filed Critical Wyeth Corp
Publication of PE20050593A1 publication Critical patent/PE20050593A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Steroid Compounds (AREA)

Abstract

SE REFIERE A UN PROCESO PARA LA PREPARACION DE UNA SAL DEL ACIDO DICARBOXILICO DE 6-[FENIL(SUSTITUIDO)-TRIAZOLOPIRIMIDINA Y COMO UNA SAL HIDRATADA QUE TIENE LA FORMULA I EN LA CUAL R1 ES CF3, C2F5; R2 ES H, ALQUILO C1-C6;n ES UN NUMERO ENTERO DE 2 A 4; X ES Cl, Br; R3 Y R4 SON H, ALQUILO C1-C3; R3 Y R4 TOMADOS JUNTO CON EL ATOMO DE N AL CUAL CADA UNO ESTA UNIDO FORMAN UN ANILLO HETEROCICLICO SATURADO DE 4 A 6 MIEMBROS CON 1 A 2 ATOMOS DE NITROGENO Y 0 A 1 ATOMOS DE O, S OPCIONALMENTE SUSTITUIDOS CON R5; R5 ES ALQUILO C1-C3 DONDE LA LINEA PUNTEADA ES UN ENLACE OPCIONAL. EL PROCESO COMPRENDE: a) HACER REACCIONAR UN ESTER DEL ACIDO MALONICO DE FORMULA II DONDE R6 Y R7 SON ALQUILO C1-C3 CON 3-AMINO 1,2,4-TRIAZOL EN PRESENCIA DE UNA BASE DE TRIALQUILAMINA Y CALENTAMIENTO DE 130°C A 170°C DURANTE 1 A 6 HORAS, DILUYENDO CON TOLUENO Y ENFRIANDO DE 130°C HASTA 20°C AGREGANDO AL MENOS DOS EQUIVALENTES DE HIDROXIDO DE METAL ALCALINO ACUOSO (MOH) Y AISLANDO UNA SAL DIMETALICA; b) HALOGENAR LA SAL DIMETALICA CON UN REACTIVO HALOGENANTE POX3 DONDE X ES Br, Cl PARA OBTENER UN PRODUCTO HALOGENADO; c) HACER REACCIONAR EL PRODUCTO HALOGENADO CON UNA AMINA EN UN SOLVENTE APROTICO DE 20°C A 30°C PARA OBTENER EL PRODUCTO AMINA; d) HACER REACCIONAR UN HIDRURO DE METAL ALCALINO CON AMINOALCOHOL HO-(CH2)n-NR3R4 DURANTE 30min EN TETRAHIDROFURANO PARA OBTENER 6-[FENIL(SUSTITUIDO)-TRIAZOLOPIRIMIDINA Y e) REACCIONAR CON AGUA Y ACIDO CARBOXILICO AGREGANDO UN SOLVENTE PARA OBTENER LA SAL RESPECTIVA
PE2004001201A 2003-12-08 2004-12-07 Proceso para la preparacion de una sal del acido dicarboxilico de 6-[fenil(sustituido)-triazolopirimidina como inhibidores de tubulina PE20050593A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US52793103P 2003-12-08 2003-12-08

Publications (1)

Publication Number Publication Date
PE20050593A1 true PE20050593A1 (es) 2005-09-27

Family

ID=34676796

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2004001201A PE20050593A1 (es) 2003-12-08 2004-12-07 Proceso para la preparacion de una sal del acido dicarboxilico de 6-[fenil(sustituido)-triazolopirimidina como inhibidores de tubulina

Country Status (29)

Country Link
US (1) US7396835B2 (es)
EP (1) EP1692137B1 (es)
JP (1) JP2007513185A (es)
KR (1) KR20060094984A (es)
CN (1) CN1890245A (es)
AR (1) AR046939A1 (es)
AT (1) ATE356128T1 (es)
AU (1) AU2004297244A1 (es)
BR (1) BRPI0417422A (es)
CA (1) CA2546899A1 (es)
CO (1) CO5700827A2 (es)
CR (1) CR8435A (es)
DE (1) DE602004005239T2 (es)
DK (1) DK1692137T3 (es)
EC (1) ECSP066606A (es)
ES (1) ES2281850T3 (es)
GT (1) GT200400248A (es)
HK (1) HK1090377A1 (es)
IL (1) IL175775A0 (es)
MY (1) MY179926A (es)
NO (1) NO20062492L (es)
NZ (1) NZ547471A (es)
PA (1) PA8619401A1 (es)
PE (1) PE20050593A1 (es)
PL (1) PL1692137T3 (es)
RU (1) RU2006117023A (es)
TW (1) TW200522963A (es)
WO (1) WO2005056560A1 (es)
ZA (1) ZA200604680B (es)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6255309B1 (en) * 1999-03-19 2001-07-03 American Cyanomid Co. Fungicidal trifluoromethylalkylamino-triazolopyrimidines
US7419982B2 (en) * 2003-09-24 2008-09-02 Wyeth Holdings Corporation Crystalline forms of 5-chloro-6-{2,6-difluoro-4-[3-(methylamino)propoxy]phenyl}-N-[(1S)-2,2,2-trifluoro-1-methylethyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine salts
TW200800959A (en) 2005-06-10 2008-01-01 Wyeth Corp Piperazine-piperidine antagonists and agonists of the 5-HT1a receptor
TW200808730A (en) * 2006-06-09 2008-02-16 Wyeth Corp Process for synthesizing piperazine-piperidine compounds
US20100056371A1 (en) * 2007-01-08 2010-03-04 Basf Se Use of Azolopyrimidines for Controlling Phytopathogenic Harmful Fungi
EP2903436B1 (en) 2012-09-19 2019-07-17 The Trustees Of The University Of Pennsylvania Heterocyclic compounds and their use for the treatment of neurodegenerative tauopathies
EP3758696A4 (en) 2018-03-02 2021-12-08 The Trustees of the University of Pennsylvania [1,2,4] TRIAZOLO [1,5-A] PYRIMIDINE COMPOUNDS AND USE OF THESE IN THE STABILIZATION OF MICROTUBULES

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5593996A (en) 1991-12-30 1997-01-14 American Cyanamid Company Triazolopyrimidine derivatives
TW224044B (es) 1991-12-30 1994-05-21 Shell Internat Res Schappej B V
JP2794510B2 (ja) 1992-03-27 1998-09-10 富士写真フイルム株式会社 ハロゲン化銀写真感光材料
IL108731A (en) 1993-03-04 1997-03-18 Shell Int Research 6, N-DISUBSTITUTED-£1, 2, 4| TRIAZOLO-£1, 5-a| PYRIMIDINE- 7-AMINE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDES
IL108747A (en) 1993-03-04 1999-03-12 Shell Int Research Mushroom-killing preparations containing a history of 6 metamorphoses of 5 - 7 Dihalo - 1, 2 - 4 Triazlo [A-1,5] Pyrimidine Certain such new compounds and their preparation
RU2147584C1 (ru) 1995-10-27 2000-04-20 Американ Цианамид Компани Способ получения дигалоидазолопиримидинов и способ получения дигидроксиазолопиримидинов
US5817663A (en) 1996-10-07 1998-10-06 American Cyanamid Company Pentafluorophenylazolopyrimidines
ATE231485T1 (de) 1997-03-18 2003-02-15 Basf Ag Verfahren zur herstellung von arylmalonaten
US5750766A (en) 1997-03-18 1998-05-12 American Cyanamid Company Process for the preparation of arylmalonates
US5948783A (en) 1997-04-14 1999-09-07 American Cyanamid Company Fungicidal trifluoromethylalkylamino-triazolopyrimidines
TWI252231B (en) 1997-04-14 2006-04-01 American Cyanamid Co Fungicidal trifluorophenyl-triazolopyrimidines
TW460476B (en) 1997-04-14 2001-10-21 American Cyanamid Co Fungicidal trifluoromethylalkylamino-triazolopyrimidines
US6117876A (en) * 1997-04-14 2000-09-12 American Cyanamid Company Fungicidal trifluorophenyl-triazolopyrimidines
US5994360A (en) 1997-07-14 1999-11-30 American Cyanamid Company Fungicidal 5-alkyl-triazolopyrimidines
US5986153A (en) 1997-09-30 1999-11-16 Phillips Petroleum Company Olefin color stabilization
US6020338A (en) 1998-02-11 2000-02-01 American Cyanamid Company Fungicidal 7-alkyl-triazolopyrimidines
US5981534A (en) 1998-09-25 1999-11-09 American Cyanamid Company Fungicidal 6-(2,6-difluoro-4-alkoxyphenyl)-triazolopyrimidines
DK1066291T3 (da) * 1998-03-23 2005-09-19 Basf Ag Svampedræbende 6-(2-halogen-4-alkoxyphenyl)-triazolopyrimidiner
JP2000103790A (ja) 1998-09-25 2000-04-11 American Cyanamid Co 殺菌・殺カビ性のトリハロフェニル―トリアゾロピリミジン類
US5986135A (en) 1998-09-25 1999-11-16 American Cyanamid Company Fungicidal trifluoromethylalkylamino-triazolopyrimidines
US6242451B1 (en) 1998-09-25 2001-06-05 Klaus-Juergen Pees Fungicidal trihalophenyl-triazolopyrimidines
US5985883A (en) 1998-09-25 1999-11-16 American Cyanamid Company Fungicidal trichlorophenyl-triazolopyrimidines
EA006483B1 (ru) 2000-06-30 2005-12-29 Уайт Замещенные триазолопиримидины в качестве противораковых средств
CA2539252A1 (en) * 2003-09-24 2005-04-07 Wyeth Holdings Corporation 6-[(substituted)phenyl]triazolopyrimidines as anticancer agents
CN101193884A (zh) * 2005-06-13 2008-06-04 惠氏公司 微管蛋白抑制剂和其制备方法

Also Published As

Publication number Publication date
AR046939A1 (es) 2006-01-04
KR20060094984A (ko) 2006-08-30
ATE356128T1 (de) 2007-03-15
CA2546899A1 (en) 2005-06-23
PA8619401A1 (es) 2005-08-04
CO5700827A2 (es) 2006-11-30
ZA200604680B (en) 2009-04-29
BRPI0417422A (pt) 2007-03-13
NZ547471A (en) 2009-03-31
IL175775A0 (en) 2006-09-05
DE602004005239T2 (de) 2007-12-20
DK1692137T3 (da) 2007-04-30
NO20062492L (no) 2006-07-03
CN1890245A (zh) 2007-01-03
EP1692137B1 (en) 2007-03-07
EP1692137A1 (en) 2006-08-23
JP2007513185A (ja) 2007-05-24
WO2005056560A1 (en) 2005-06-23
MY179926A (en) 2020-11-19
ECSP066606A (es) 2006-10-25
RU2006117023A (ru) 2008-01-20
HK1090377A1 (en) 2006-12-22
PL1692137T3 (pl) 2007-06-29
TW200522963A (en) 2005-07-16
US20050124635A1 (en) 2005-06-09
DE602004005239D1 (de) 2007-04-19
ES2281850T3 (es) 2007-10-01
AU2004297244A1 (en) 2005-06-23
CR8435A (es) 2007-06-08
GT200400248A (es) 2005-09-14
US7396835B2 (en) 2008-07-08

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