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CS-W001157 4
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6-Bromo-2-fluoropyridin-3-ol

  • CAS No. 850142-72-2

  • Cat. No. CS-0030008
  • Purity≥95%
  • MDL No.MFCD09999156

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

6-Bromo-2-fluoropyridin-3-ol|CS-0030008

Structure of 850142-72-2

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General Information

  • CAS No. 850142-72-2
  • Cat. No. CS-0030008
  • Purity ≥95%
  • MDL No. MFCD09999156
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrFNO
  • Molecular Weight 191.99
  • Synonym(s) 6-Bromo-2-fluoro-3-pyridinol; 6-Bromo-2-fluoro-3-hydroxypyridine
  • SMILES OC1=CC=C(Br)N=C1F

Description

6-Bromo-2-fluoropyridin-3-ol features a pyridin-3-ol core functionalized with bromo and fluoro substituents at the 6- and 2-positions, respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions, offering high reactivity in Pd-catalyzed transformations. The phenolic hydroxyl group enables further derivatization, while the fluorine atom enhances metabolic stability and modulates electronic properties. Bench-stable under standard conditions, this compound serves as a key intermediate in the synthesis of bioactive molecules and advanced pharmaceutical scaffolds.

Application

6-Bromo-2-fluoropyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C3 position via nucleophilic substitution. Its bromine and hydroxyl groups provide orthogonal reactivity for cross-coupling and derivatization, while the fluorine enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and facilitates efficient synthesis of pyridine-based scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • WO2005/35522 A1, ; Page/Page column 74 ; WO 2005/035522 A1

Safety Information

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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   1.6888
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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