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2-Fluoro-3-(hydroxymethyl)pyridine

  • CAS No. 131747-55-2

  • Cat. No. CS-D0977
  • Purity≥98%
  • MDL No.MFCD03092920

*For research and further manufacturing use only, not for direct human use.

2-Fluoro-3-(hydroxymethyl)pyridine|CS-D0977

Structure of 131747-55-2

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General Information

  • CAS No. 131747-55-2
  • Cat. No. CS-D0977
  • Purity ≥98%
  • MDL No. MFCD03092920
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆FNO
  • Molecular Weight 127.12
  • Synonym(s) 3-Pyridinemethanol,2-fluoro-(9CI)
  • SMILES OCC1=CC=CN=C1F

Description

2-Fluoro-3-(hydroxymethyl)pyridine features a strategically positioned fluorine atom and a reactive hydroxymethyl group, enabling direct functionalization in synthetic transformations. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and ligand scaffolds, offering enhanced solubility and metabolic stability under standard conditions.

Application

2-Fluoro-3-(hydroxymethyl)pyridine serves as a versatile pyridine-based building block for medicinal chemistry and catalytic synthesis. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the hydroxymethyl group provides a handle for derivatization via oxidation, protection, or coupling reactions. This compound exhibits good bench stability and functional group tolerance, facilitating its use in multistep syntheses of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 38, # 9 p. 2446 - 2458
  • Route2

    References

    • WO2010/132999 A1, ; Page/Page column 98 ;
  • Route3
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      315180-14-4
    • ~%
    • In-stock
      2-Fluoro-3-(hydroxymethyl)pyridine|CS-D0977
      131747-55-2

    References

    • Journal of Organic Chemistry, , vol. 65, # 23 p. 7718 - 7722

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   0.713
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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