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CS-W001157 4
Total: USD 88.00

4-Bromo-5-methoxyquinoline

  • CAS No. 643069-46-9

  • Cat. No. CS-0012679
  • Purity≥95%
  • MDL No.MFCD09261096

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

4-Bromo-5-methoxyquinoline|CS-0012679

Structure of 643069-46-9

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General Information

  • CAS No. 643069-46-9
  • Cat. No. CS-0012679
  • Purity ≥95%
  • MDL No. MFCD09261096
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO
  • Molecular Weight 238.08
  • Synonym(s) None
  • SMILES COC1=C2C(Br)=CC=NC2=CC=C1

Description

4-Bromo-5-methoxyquinoline is a heterocyclic building block featuring a bromine atom at the 4-position and a methoxy group at the 5-position of the quinoline core. This substitution pattern imparts enhanced solubility and electronic tunability, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. The molecule exhibits bench-stable handling characteristics and serves as a key intermediate in the synthesis of bioactive compounds and functional materials.

Application

4-Bromo-5-methoxyquinoline serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The bromine moiety enables reliable Suzuki, Stille, and Negishi couplings, while the methoxy group provides moderate electron-donating character and ortho-directing influence. Bench-stable and readily purified by column chromatography, it functions effectively in the synthesis of quinoline-based pharmaceuticals and functional materials.

Synthesis

  • Route1
    • null|null
      643069-43-6
    • ~85%
    • In-stock
      4-Bromo-5-methoxyquinoline|CS-0012679
      643069-46-9

    References

    • GLAXO GROUP LIMITED Patent: WO2004/2992 A1, 2004 ; Location in patent: Page 80 ;

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   22.12
  • LogP   3.0059
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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