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CS-W001157 4
Total: USD 88.00

6-Bromo-2-hydroxyquinoxaline

  • CAS No. 55687-34-8

  • Cat. No. CS-W005675
  • Purity≥95%
  • MDL No.MFCD10566852

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

6-Bromo-2-hydroxyquinoxaline|CS-W005675

Structure of 55687-34-8

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General Information

  • CAS No. 55687-34-8
  • Cat. No. CS-W005675
  • Purity ≥95%
  • MDL No. MFCD10566852
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O
  • Molecular Weight 225.04
  • Synonym(s) 6-Bromoquinoxalin-2(1H)-one
  • SMILES BrC2=CC=C1N=C(C=NC1=C2)O

Description

6-Bromo-2-hydroxyquinoxaline features a brominated quinoxaline core with a hydroxyl group at the 2-position, enabling direct functionalization in cross-coupling and metal-ligand coordination. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and fluorescent probes, offering enhanced solubility and stability under standard conditions.

Application

6-Bromo-2-hydroxyquinoxaline serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the phenolic hydroxyl supports derivatization or metal complexation. Its stability under standard reaction conditions and compatibility with diverse protecting groups make it ideal for modular synthesis of quinoxaline-based scaffolds in API development and functional molecular design.

Synthesis

  • Route1
    • null|null
      96089-46-2
    • ~86%
    • In-stock
      6-Bromo-2-hydroxyquinoxaline|CS-W005675
      55687-34-8

    References

    • WO2009/39134 A1, ; Page/Page column 185 ;
  • Route2

    References

    • WO2010/136755 A1, ; Page/Page column 46; 47 ; WO 2010/136755 A1
  • Route3
    • null|null
      98416-75-2
    • ~%
    • In-stock
      6-Bromo-2-hydroxyquinoxaline|CS-W005675
      55687-34-8

    References

    • Heterocycles, , vol. 23, # 1 p. 143 - 151

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   46.01
  • LogP   2.0979
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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