CA2207617A1 - Process for preparing 1-(2'-deoxy-2',2'-difluoro-d-ribofuranosyl-4-aminopyrimidin-2-one) hydrochloride - Google Patents

Process for preparing 1-(2'-deoxy-2',2'-difluoro-d-ribofuranosyl-4-aminopyrimidin-2-one) hydrochloride

Info

Publication number
CA2207617A1
CA2207617A1 CA002207617A CA2207617A CA2207617A1 CA 2207617 A1 CA2207617 A1 CA 2207617A1 CA 002207617 A CA002207617 A CA 002207617A CA 2207617 A CA2207617 A CA 2207617A CA 2207617 A1 CA2207617 A1 CA 2207617A1
Authority
CA
Canada
Prior art keywords
aminopyrimidin
ribofuranosyl
deoxy
difluoro
preparing
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
CA002207617A
Other languages
French (fr)
Other versions
CA2207617C (en
Inventor
Richard Alan Berglund
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.)
Eli Lilly and Co
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
Priority claimed from US08/355,372 external-priority patent/US5637688A/en
Application filed by Individual filed Critical Individual
Publication of CA2207617A1 publication Critical patent/CA2207617A1/en
Application granted granted Critical
Publication of CA2207617C publication Critical patent/CA2207617C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals

Landscapes

  • 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

This invention provides a process for preparing gemcitabine hydrochloride which comprises deblocking .beta.-1-(2'-deoxy-2',2'-difluoro-3',5'-di-O-benzoyl-D-ribofuranosyl)-4-aminopyrimidin-2-one with a catalytic amount of an alkylamine in the presence of methanol or ethanol in an environment essentially free of water, treating the resulting solution with hydrochloric acid and an antisolvent; and recovering the resulting solid gemcitabine hydrochloride.
CA002207617A 1994-12-13 1995-11-14 Process for preparing 1-(2'-deoxy-2',2'-difluoro-d-ribofuranosyl-4-aminopyrimidin-2-one) hydrochloride Expired - Fee Related CA2207617C (en)

Applications Claiming Priority (3)

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

Publications (2)

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

Family

ID=38279027

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002207617A Expired - Fee Related CA2207617C (en) 1994-12-13 1995-11-14 Process for preparing 1-(2'-deoxy-2',2'-difluoro-d-ribofuranosyl-4-aminopyrimidin-2-one) hydrochloride

Country Status (1)

Country Link
CA (1) CA2207617C (en)

Also Published As

Publication number Publication date
CA2207617C (en) 2007-06-26

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