CA3160971A1 - Large scale process for the preparation of 5-bromopyridin-3-yl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1h-1,2,3-triazol-1-yl]- 1-thio-alpha-d-galactopyranoside and a crystalline form thereof - Google Patents

Large scale process for the preparation of 5-bromopyridin-3-yl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1h-1,2,3-triazol-1-yl]- 1-thio-alpha-d-galactopyranoside and a crystalline form thereof

Info

Publication number
CA3160971A1
CA3160971A1 CA3160971A CA3160971A CA3160971A1 CA 3160971 A1 CA3160971 A1 CA 3160971A1 CA 3160971 A CA3160971 A CA 3160971A CA 3160971 A CA3160971 A CA 3160971A CA 3160971 A1 CA3160971 A1 CA 3160971A1
Authority
CA
Canada
Prior art keywords
formula
compound
base
organic solvent
reaction
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.)
Pending
Application number
CA3160971A
Other languages
English (en)
French (fr)
Inventor
Lise GRAVELLE
Fredrik Zetterberg
Andrew TYRELL
Christine KINNAERT
Alexander Weymouth-Wilson
Robert Clarkson
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.)
Galecto Biotech AB
Original Assignee
Galecto Biotech AB
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 Galecto Biotech AB filed Critical Galecto Biotech AB
Publication of CA3160971A1 publication Critical patent/CA3160971A1/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
    • 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
    • C07H19/056—Triazole or tetrazole radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
CA3160971A 2019-12-16 2020-12-16 Large scale process for the preparation of 5-bromopyridin-3-yl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1h-1,2,3-triazol-1-yl]- 1-thio-alpha-d-galactopyranoside and a crystalline form thereof Pending CA3160971A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP19216405.1A EP3838909A1 (en) 2019-12-16 2019-12-16 Large scale process for the preparation of 5-bromopyridin-3-yl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1h-1,2,3-triazol-1-yl]- 1-thio-alpha-d-galactopyranoside
EP19216405.1 2019-12-16
PCT/EP2020/086385 WO2021122719A1 (en) 2019-12-16 2020-12-16 Large scale process for the preparation of 5-bromopyridin-3-yl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1h-1,2,3-triazol-1-yl]- 1-thio-alpha-d-galactopyranoside and a crystalline form thereof

Publications (1)

Publication Number Publication Date
CA3160971A1 true CA3160971A1 (en) 2021-06-24

Family

ID=69024098

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3160971A Pending CA3160971A1 (en) 2019-12-16 2020-12-16 Large scale process for the preparation of 5-bromopyridin-3-yl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1h-1,2,3-triazol-1-yl]- 1-thio-alpha-d-galactopyranoside and a crystalline form thereof

Country Status (7)

Country Link
US (1) US20230063538A1 (https=)
EP (2) EP3838909A1 (https=)
JP (2) JP7839730B2 (https=)
KR (1) KR20220114597A (https=)
CN (2) CN114929719A (https=)
CA (1) CA3160971A1 (https=)
WO (1) WO2021122719A1 (https=)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108558974B (zh) * 2018-04-28 2023-05-23 浙江树人学院 一种糖衍生吡啶三氮唑镍催化剂的制备及应用
WO2025180907A1 (en) 2024-02-26 2025-09-04 Galecto Biotech Ab Specific galactoside inhibitor of galectin-1

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2970062C (en) * 2015-01-30 2023-02-28 Galecto Biotech Ab Alpha-d-galactoside inhibitors of galectins
CA3025867A1 (en) * 2016-07-12 2018-01-18 Galecto Biotech Ab Alpha-d-galactoside inhibitors of galectins

Also Published As

Publication number Publication date
JP2025111532A (ja) 2025-07-30
US20230063538A1 (en) 2023-03-02
JP7839730B2 (ja) 2026-04-02
EP4077343A1 (en) 2022-10-26
WO2021122719A1 (en) 2021-06-24
CN114929719A (zh) 2022-08-19
JP2023506066A (ja) 2023-02-14
KR20220114597A (ko) 2022-08-17
CN120699068A (zh) 2025-09-26
EP3838909A1 (en) 2021-06-23

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