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CS-W001157 4
Total: USD 88.00

3-Bromoquinolin-6-ol

  • CAS No. 13669-57-3

  • Cat. No. CS-B1093
  • Purity≥97%
  • MDL No.MFCD18260430

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

3-Bromoquinolin-6-ol|CS-B1093

Structure of 13669-57-3

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General Information

  • CAS No. 13669-57-3
  • Cat. No. CS-B1093
  • Purity ≥97%
  • MDL No. MFCD18260430
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 3-Bromo-6-hydroxyquinoline; 3,8-dibromo-6-hydroxyquinoline
  • SMILES OC1=CC=C2N=CC(Br)=CC2=C1

Description

3-Bromoquinolin-6-ol features a brominated quinoline scaffold with a phenolic hydroxyl group at the 6-position, enabling direct functionalization in cross-coupling and cyclization reactions. This electron-deficient heterocycle combines synthetic versatility with stability under standard conditions, facilitating efficient incorporation into bioactive molecule frameworks.

Application

3-Bromoquinolin-6-ol serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and phenolic hydroxyl group. The molecule exhibits good bench stability and facilitates the construction of biologically relevant quinoline scaffolds through orthogonal functionalization. Its compatibility with standard coupling protocols supports efficient synthesis of complex heterocycles for drug discovery applications.

Synthesis

  • Route1
    • 3-Bromoquinolin-6-yl acetate|CS-0439892
      1022151-47-8
    • ~88%
    • In-stock
      3-Bromoquinolin-6-ol|CS-B1093
      13669-57-3

    References

    • NOVARTIS AG; CHEN, Chao; DENG, Haibing; GUO, Haibing; HE, Feng; JIANG, Lei; LIANG, Fang; MI, Yuan; WAN, Huixin; XU, Yao-Chang; YU, Hongping; ZHANG, Ji Yue Patent: US2013/245002 A1, 2013 ; Location in patent: Paragraph 0702 ;
  • Route2
    • null|null
      580-16-5
    • ~%
    • In-stock
      3-Bromoquinolin-6-ol|CS-B1093
      13669-57-3

    References

    • WO2012/107500 A1, ; WO 2012/107500 A1
  • Route3
    • Quinolin-6-yl acetate|CS-0660594
      24306-33-0
    • ~%
    • In-stock
      3-Bromoquinolin-6-ol|CS-B1093
      13669-57-3

    References

    • WO2012/107500 A1, ; WO 2012/107500 A1

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   2.7029
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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