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CS-W001157 4
Total: USD 88.00

2-Chloroquinoline-4-carboxylic acid

  • CAS No. 5467-57-2

  • Cat. No. CS-W015258
  • Purity≥96%
  • MDL No.MFCD00023940

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

2-Chloroquinoline-4-carboxylic acid|CS-W015258

Structure of 5467-57-2

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General Information

  • CAS No. 5467-57-2
  • Cat. No. CS-W015258
  • Purity ≥96%
  • MDL No. MFCD00023940
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆ClNO₂
  • Molecular Weight 207.61
  • Synonym(s) 2-chloroquinoline-4-carboxylate
  • SMILES O=C(C1=CC(Cl)=NC2=CC=CC=C12)O

Description

2-Chloroquinoline-4-carboxylic acid features a chlorine-substituted quinoline core with a carboxylic acid group at the 4-position, enabling direct conjugation in synthetic transformations. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key building block for bioactive molecule development under standard conditions.

Application

2-Chloroquinoline-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via coupling reactions. Its carboxylic acid group facilitates amide formation, esterification, and metal-catalyzed cross-couplings, while the ortho-chloro substituent provides a handle for palladium-mediated transformations. The scaffold exhibits good bench stability and compatibility with common protecting groups, supporting efficient synthesis of quinoline-based pharmacophores and API intermediates.

Synthesis

  • Route1

    References

    • WO2005/30774 A1, ; Page/Page column 23 ;
  • Route2
    • 4-Bromo-2-chloroquinoline|CS-0608121
      83674-64-0
    • null|null
      2258-42-6
    • ~66%
    • In-stock
      2-Chloroquinoline-4-carboxylic acid|CS-W015258
      5467-57-2

    References

    • Synthetic Communications, , vol. 42, # 5 p. 658 - 666
  • Route3
    • null|null
      40614-43-5
    • ~%
    • In-stock
      2-Chloroquinoline-4-carboxylic acid|CS-W015258
      5467-57-2

    References

    • Bollettino Scientifico della Facolta di Chimica Industriale di Bologna, , vol. 9, p. 82 Yakugaku Zasshi, , vol. 68, p. 123,125 Chem.Abstr., , p. 8073

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-H319
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   2.5864
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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