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CS-W001157 4
Total: USD 88.00

2-Bromoquinoline-4-carboxylic acid

  • CAS No. 15733-87-6

  • Cat. No. CS-W021629
  • Purity≥95%
  • MDL No.MFCD08705669

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

2-Bromoquinoline-4-carboxylic acid|CS-W021629

Structure of 15733-87-6

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General Information

  • CAS No. 15733-87-6
  • Cat. No. CS-W021629
  • Purity ≥95%
  • MDL No. MFCD08705669
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₂
  • Molecular Weight 252.06
  • Synonym(s) 4-Quinolinecarboxylic acid,2-bromo
  • SMILES BrC2=NC1=CC=CC=C1C(=C2)C(=O)O

Description

2-Bromoquinoline-4-carboxylic acid features a brominated quinoline scaffold with a carboxylic acid group at the 4-position, enabling direct functionalization in cross-coupling and bioconjugation workflows. The electron-deficient heterocycle pairs effectively with palladium catalysts, while the acidic proton facilitates salt formation and purification under standard conditions. This compound serves as a key intermediate for pharmaceutical and agrochemical lead discovery.

Application

2-Bromoquinoline-4-carboxylic acid serves as a versatile building block for the synthesis of quinoline-based pharmaceuticals and functional materials. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates derivatization via amide, ester, or acyl chloride formation. The molecule exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • GENENTECH, INC. Patent: WO2006/69063 A1, 2006 ; Location in patent: Page/Page column 98 ; WO 2006/069063 A1
  • Route2

    References

    • Neurogen Corporation Patent: US6369053 B1, 2002 ; Location in patent: Page column 14 ; US 6369053 B1

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

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