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CS-W001157 4
Total: USD 88.00

4-Bromoquinoline-2-carboxylic acid

  • CAS No. 209003-46-3

  • Cat. No. CS-W022125
  • Purity≥96%
  • MDL No.MFCD08705670

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

4-Bromoquinoline-2-carboxylic acid|CS-W022125

Structure of 209003-46-3

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General Information

  • CAS No. 209003-46-3
  • Cat. No. CS-W022125
  • Purity ≥96%
  • MDL No. MFCD08705670
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO₂
  • Molecular Weight 252.06
  • Synonym(s) 2-Quinolinecarboxylicacid,4-bromo
  • SMILES OC(=O)C1=NC2=C(C=CC=C2)C(Br)=C1

Description

4-Bromoquinoline-2-carboxylic acid features a bromine substituent at the 4-position and a carboxylic acid group at the 2-position of the quinoline scaffold. This combination enables direct functionalization in cross-coupling reactions and facilitates conjugation to biomolecules or polymer backbones via amide bond formation. The electron-deficient quinoline core enhances reactivity in transition metal-catalyzed transformations, while the bench-stable carboxylic acid serves as a reliable handle for derivatization under standard conditions.

Application

4-Bromoquinoline-2-carboxylic acid serves as a versatile building block for constructing quinoline-based heterocycles and bioactive scaffolds. The bromine at the 4-position enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates amide bond formation, esterification, or direct derivatization. Its bench-stable crystalline nature and compatibility with standard synthetic workflows make it ideal for medicinal chemistry campaigns and process development.

Synthesis

  • Route1

    References

    • Kato, Yoshiaki; Okada, Shigemitsu; Tomimoto, Koji; Mase, Toshiaki Tetrahedron Letters, 2001 , vol. 42, # 29 p. 4849 - 4851
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 12, p. 456,457

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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