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CS-W001157 4
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5-Bromopyridine-2,3-diol

  • CAS No. 34206-49-0

  • Cat. No. CS-W007805
  • Purity≥95%
  • MDL No.MFCD08276314

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

5-Bromopyridine-2,3-diol|CS-W007805

Structure of 34206-49-0

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General Information

  • CAS No. 34206-49-0
  • Cat. No. CS-W007805
  • Purity ≥95%
  • MDL No. MFCD08276314
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO₂
  • Molecular Weight 189.99
  • Synonym(s) 5-Bromo-3-hydroxy-2(1H)-pyridinone
  • SMILES O=C1C(O)=CC(Br)=CN1

Description

5-Bromopyridine-2,3-diol features a bromine substituent at the 5-position and two vicinal hydroxyl groups at the 2- and 3-positions of the pyridine ring. This arrangement imparts high reactivity in cross-coupling transformations and enables direct functionalization through nucleophilic substitution. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating its use in synthetic routes requiring precise heterocyclic control.

Application

5-Bromopyridine-2,3-diol serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its dual hydroxyl groups enable facile derivatization via etherification or esterification, while the bromine substituent supports palladium-catalyzed cross-coupling reactions. The compound exhibits good bench stability and is compatible with standard purification methods, facilitating integration into multi-step synthetic sequences for medicinal chemistry applications.

Synthesis

  • Route1
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      98-01-1
    • ~%
    • In-stock
      5-Bromopyridine-2,3-diol|CS-W007805
      34206-49-0

    References

    • Journal of medicinal chemistry, , vol. 41, # 26 p. 5265 - 5271

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   53.09
  • LogP   0.843
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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