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5-Bromo-2-fluoropyridin-3-ol

  • CAS No. 1012084-53-5

  • Cat. No. CS-0034873
  • Purity≥97%
  • MDL No.MFCD11040265

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

5-Bromo-2-fluoropyridin-3-ol|CS-0034873

Structure of 1012084-53-5

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General Information

  • CAS No. 1012084-53-5
  • Cat. No. CS-0034873
  • Purity ≥97%
  • MDL No. MFCD11040265
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrFNO
  • Molecular Weight 191.99
  • Synonym(s) 5-Bromo-2-fluoro-3-Pyridinol
  • SMILES BrC1=CC(O)=C(F)N=C1

Description

5-Bromo-2-fluoropyridin-3-ol features a pyridin-3-ol core bearing bromo and fluoro substituents at the 5- and 2-positions, respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key building block for bioactive compounds and functional materials. The hydroxyl group enables direct derivatization or coordination in catalytic systems.

Application

5-Bromo-2-fluoropyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The fluorine and hydroxyl groups offer orthogonal functionalization potential, while the molecule exhibits excellent bench stability and facilitates straightforward purification. Its utility is well-established in constructing bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Barberousse, Veronique; Bondoux, Michel; Thomas, Didier; Peyrou, Vincent Patent: US2008/293768 A1, 2008 ; Location in patent: Page/Page column 7 ;

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

Quality Control

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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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