CA2207617C - Procede de preparation de chlorhydrate de 1-(2'-desoxy-2',2'-difluoro-d-ribofuranosyl)-4-aminopyrimidine-2-one - Google Patents

Procede de preparation de chlorhydrate de 1-(2'-desoxy-2',2'-difluoro-d-ribofuranosyl)-4-aminopyrimidine-2-one Download PDF

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Publication number
CA2207617C
CA2207617C CA002207617A CA2207617A CA2207617C CA 2207617 C CA2207617 C CA 2207617C CA 002207617 A CA002207617 A CA 002207617A CA 2207617 A CA2207617 A CA 2207617A CA 2207617 C CA2207617 C CA 2207617C
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CA
Canada
Prior art keywords
deoxy
ribofuranosyl
difluoro
aminopyrimidin
methanol
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
CA002207617A
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English (en)
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CA2207617A1 (fr
Inventor
Richard Alan Berglund
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Eli Lilly and Co
Original Assignee
Eli Lilly and Co
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Filing date
Publication date
Priority claimed from US08/355,372 external-priority patent/US5637688A/en
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of CA2207617A1 publication Critical patent/CA2207617A1/fr
Application granted granted Critical
Publication of CA2207617C publication Critical patent/CA2207617C/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06Pyrimidine radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

Cette invention concerne un procédé de préparation de chlorhydrate de gemcitabine, procédé consistant à débloquer beta -1-(2'-désoxy-2',2'-difluoro-3',5'-di-O-benzoyl-D-ribofuranosyl)-4-aminopyrimidine-2-one avec une quantité catalytique d'une alkylamine en présence de méthanol ou d'éthanol dans un environnement totalement exempt d'eau; à traiter la solution obtenue avec l'acide chlorhydrique et un antisolvant; et à récupérer le chlorhydrate de gemcitabine solide obtenu.
CA002207617A 1994-12-13 1995-11-14 Procede de preparation de chlorhydrate de 1-(2'-desoxy-2',2'-difluoro-d-ribofuranosyl)-4-aminopyrimidine-2-one Expired - Fee Related CA2207617C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/355,372 1994-12-13
US08/355,372 US5637688A (en) 1994-12-13 1994-12-13 Process for preparing 1-(2'-deoxy-2'-difluoro-d-ribofuranosyl)-4-aminopyrimidin-2-one hydrochloride
PCT/US1995/014864 WO1996018637A1 (fr) 1994-12-13 1995-11-14 Procede de preparation de chlorhydrate de 1-(2'-desoxy-2',2'-difluoro-d-ribofuranosyl)-4-aminopyrimidine-2-one

Publications (2)

Publication Number Publication Date
CA2207617A1 CA2207617A1 (fr) 1996-06-20
CA2207617C true CA2207617C (fr) 2007-06-26

Family

ID=38279027

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002207617A Expired - Fee Related CA2207617C (fr) 1994-12-13 1995-11-14 Procede de preparation de chlorhydrate de 1-(2'-desoxy-2',2'-difluoro-d-ribofuranosyl)-4-aminopyrimidine-2-one

Country Status (1)

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CA (1) CA2207617C (fr)

Also Published As

Publication number Publication date
CA2207617A1 (fr) 1996-06-20

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Effective date: 20151116