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CS-W001157 4
Total: USD 88.00

7-Bromoquinoline-4-carboxylic acid

  • CAS No. 31009-04-8

  • Cat. No. CS-0040700
  • Purity≥96%
  • MDL No.MFCD11108751

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

7-Bromoquinoline-4-carboxylic acid|CS-0040700

Structure of 31009-04-8

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General Information

  • CAS No. 31009-04-8
  • Cat. No. CS-0040700
  • Purity ≥96%
  • MDL No. MFCD11108751
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₂
  • Molecular Weight 252.06
  • Synonym(s) None
  • SMILES O=C(C1=CC=NC2=CC(Br)=CC=C12)O

Description

7-Bromoquinoline-4-carboxylic acid features a bromine substituent at the 7-position and a carboxylic acid group at the 4-position of the quinoline core, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and ligand frameworks, offering enhanced reactivity and metabolic stability.

Application

7-Bromoquinoline-4-carboxylic acid serves as a versatile building block for the synthesis of quinoline-based pharmaceuticals and functional materials. Its bromine and carboxylic acid functionalities enable direct coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations, facilitating rapid diversification. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

  • Route1
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    • ~%
    • In-stock
      7-Bromoquinoline-4-carboxylic acid|CS-0040700
      31009-04-8

    References

    • Jansen, Koen; Heirbaut, Leen; Cheng, Jonathan D.; Joossens, Jurgen; Ryabtsova, Oxana; Cos, Paul; Maes, Louis; Lambeir, Anne-Marie; De Meester, Ingrid; Augustyns, Koen; Van Der Veken, Pieter ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 5 p. 491 - 496
  • Route2

    References

    • Zhu, Hui; Yang, Ri Fang; Yun, Liu Hong; Li, Jin Chinese Chemical Letters, 2010 , vol. 21, # 1 p. 35 - 38
  • Route3

    References

    • Jansen, Koen; Heirbaut, Leen; Cheng, Jonathan D.; Joossens, Jurgen; Ryabtsova, Oxana; Cos, Paul; Maes, Louis; Lambeir, Anne-Marie; De Meester, Ingrid; Augustyns, Koen; Van Der Veken, Pieter ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 5 p. 491 - 496

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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