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CS-W001157 4
Total: USD 88.00

6-Bromoquinoline-2-carboxylic acid

  • CAS No. 65148-10-9

  • Cat. No. CS-W003655
  • Purity≥97%
  • MDL No.MFCD09834121

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

6-Bromoquinoline-2-carboxylic acid|CS-W003655

Structure of 65148-10-9

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General Information

  • CAS No. 65148-10-9
  • Cat. No. CS-W003655
  • Purity ≥97%
  • MDL No. MFCD09834121
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₂
  • Molecular Weight 252.06
  • Synonym(s) 6-Bromoquinaldic acid
  • SMILES BrC1=CC=C2C(C=CC(C(O)=O)=N2)=C1

Description

6-Bromoquinoline-2-carboxylic acid features a bromine substituent at the 6-position and a carboxylic acid group at the 2-position of the quinoline core. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and ligands in transition metal catalysis.

Application

6-Bromoquinoline-2-carboxylic acid serves as a versatile building block for the synthesis of quinoline-based pharmaceuticals and functional materials. Its bromine and carboxylic acid groups enable diverse downstream transformations, including palladium-catalyzed cross-couplings and amide formation. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and process development.

Synthesis

  • Route1
    • null|null
      1020567-35-4
    • ~96%
    • In-stock
      6-Bromoquinoline-2-carboxylic acid|CS-W003655
      65148-10-9

    References

    • SmithKline Beecham Corporation Patent: US2008/96921 A1, 2008 ; Location in patent: Page/Page column 32 ;
  • Route2

    References

    • Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 41, # 12 p. 1103 - 1126
  • Route3

    References

    • US2005/165049 A1, ; Page/Page column 22 ; US 20050165049 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

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.6955
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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