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CA2348374A1 - Method for producing 4- [(2',5'- diamino-6'- halopyrimidine- 4'-yl)amino]- cyclopent- 2-enylmethanols - Google Patents

Method for producing 4- [(2',5'- diamino-6'- halopyrimidine- 4'-yl)amino]- cyclopent- 2-enylmethanols Download PDF

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Publication number
CA2348374A1
CA2348374A1 CA002348374A CA2348374A CA2348374A1 CA 2348374 A1 CA2348374 A1 CA 2348374A1 CA 002348374 A CA002348374 A CA 002348374A CA 2348374 A CA2348374 A CA 2348374A CA 2348374 A1 CA2348374 A1 CA 2348374A1
Authority
CA
Canada
Prior art keywords
diamino
enylmethanols
cyclopent
amino
halopyrimidine
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.)
Granted
Application number
CA002348374A
Other languages
French (fr)
Other versions
CA2348374C (en
Inventor
Walter Brieden
Elie Saikali
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.)
Lonza AG
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2348374A1 publication Critical patent/CA2348374A1/en
Application granted granted Critical
Publication of CA2348374C publication Critical patent/CA2348374C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/50—Three nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

A novel process for preparing 4-[(2',5'-diamino-6'--halopyrimidin-4'-yl)amino]cyclopent-2-enylmethanols of the general formula (see formula I) in which X is a halogen atom, is described. According to this process, a 2,5-diamino-4,6-dihalopyrimidine of the general formula (see formula II) in which X is as defined above, is reacted with a 4-aminocyclopent-2-enylmethanol of the formula (see formula III) or one of its salts, in the presence of a base in a polar protic solvent.
CA002348374A 1998-10-30 1999-10-29 Method for producing 4- [(2',5'- diamino-6'- halopyrimidine- 4'-yl)amino]- cyclopent- 2-enylmethanols Expired - Fee Related CA2348374C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP98120529.7 1998-10-30
EP98120529 1998-10-30
US14610599P 1999-07-29 1999-07-29
US60/146,105 1999-07-29
PCT/EP1999/008270 WO2000026193A1 (en) 1998-10-30 1999-10-29 Method for producing 4- [(2',5'- diamino-6'- halopyrimidine- 4'-yl)amino]- cyclopent- 2-enylmethanols

Publications (2)

Publication Number Publication Date
CA2348374A1 true CA2348374A1 (en) 2000-05-11
CA2348374C CA2348374C (en) 2009-04-07

Family

ID=56289961

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002348374A Expired - Fee Related CA2348374C (en) 1998-10-30 1999-10-29 Method for producing 4- [(2',5'- diamino-6'- halopyrimidine- 4'-yl)amino]- cyclopent- 2-enylmethanols

Country Status (14)

Country Link
EP (1) EP1124805B1 (en)
JP (1) JP4457496B2 (en)
CN (1) CN1115338C (en)
AT (1) ATE240945T1 (en)
AU (1) AU1158000A (en)
CA (1) CA2348374C (en)
CZ (1) CZ300155B6 (en)
DK (1) DK1124805T3 (en)
ES (1) ES2200594T3 (en)
HU (1) HU227559B1 (en)
IL (1) IL142760A (en)
PL (1) PL198180B1 (en)
SK (1) SK285271B6 (en)
WO (1) WO2000026193A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE59905679D1 (en) 1998-10-30 2003-06-26 Lonza Ag METHOD FOR PRODUCING 4 - [(2 ', 5'-DIAMINO-6'-HALOGENPYRIMIDIN-4'-YL) AMINO] -CYCLOPENT-2-ENYLMETHANOLS
WO2008084261A1 (en) 2007-01-10 2008-07-17 Istituto Di Ricerche Di Biologia Molecolare P. Angeletti Spa Amide substituted indazoles as poly(adp-ribose)polymerase (parp) inhibitors
AU2009203598B2 (en) 2008-01-08 2013-09-26 Merck Sharp & Dohme Llc Pharmaceutically acceptable salts of 2-{4-[(3S)-piperidin-3- yl]phenyl} -2H-indazole-7-carboxamide
CN103626745B (en) * 2013-12-04 2016-02-24 青岛黄海制药有限责任公司 A kind of preparation method of ticagrelor midbody

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3901502C2 (en) * 1988-01-20 2002-06-13 Univ Minnesota Dideoxydehydrocarbocyclic nucleosides, pharmaceutical formulations containing them and pyrimidinylamino-cyclopentenylcarbinol derivatives
GB8916698D0 (en) * 1989-07-21 1989-09-06 Beecham Group Plc Novel process
MY104575A (en) * 1989-12-22 1994-04-30 The Wellcome Foundation Ltd Therapeutic nucleosides.
CA2145928C (en) * 1994-04-27 2007-10-09 Gerhard Stucky N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide, and a process for its preparation
PT904348E (en) * 1996-05-30 2005-04-29 Lonza Ag PROCESS FOR THE PRODUCTION OF AMINOALCOOIS AND ITS DERIVATIVES

Also Published As

Publication number Publication date
SK5692001A3 (en) 2001-12-03
ES2200594T3 (en) 2004-03-01
SK285271B6 (en) 2006-10-05
CA2348374C (en) 2009-04-07
CN1325386A (en) 2001-12-05
HUP0104045A2 (en) 2002-05-29
EP1124805B1 (en) 2003-05-21
CN1115338C (en) 2003-07-23
IL142760A0 (en) 2002-03-10
IL142760A (en) 2005-12-18
JP4457496B2 (en) 2010-04-28
HUP0104045A3 (en) 2002-07-29
DK1124805T3 (en) 2003-09-15
ATE240945T1 (en) 2003-06-15
CZ20011486A3 (en) 2001-10-17
AU1158000A (en) 2000-05-22
EP1124805A1 (en) 2001-08-22
PL347503A1 (en) 2002-04-08
PL198180B1 (en) 2008-06-30
HU227559B1 (en) 2011-08-29
WO2000026193A1 (en) 2000-05-11
JP2003500333A (en) 2003-01-07
CZ300155B6 (en) 2009-02-25

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Effective date: 20141029