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CS-W001157 4
Total: USD 88.00

3-Benzyl-6-bromo-2-methoxyquinoline

  • CAS No. 654655-69-3

  • Cat. No. CS-0009939
  • Purity≥98%
  • MDL No.MFCD22493488

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

3-Benzyl-6-bromo-2-methoxyquinoline|CS-0009939

Structure of 654655-69-3

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General Information

  • CAS No. 654655-69-3
  • Cat. No. CS-0009939
  • Purity ≥98%
  • MDL No. MFCD22493488
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₄BrNO
  • Molecular Weight 328.21
  • Synonym(s) None
  • SMILES BrC1=CC=C(N=C(OC)C(CC2=CC=CC=C2)=C3)C3=C1

Description

3-Benzyl-6-bromo-2-methoxyquinoline delivers a trifunctional scaffold for medicinal chemistry, combining a brominated quinoline core with a methoxy group and benzyl substituent. This electron-deficient heterocycle enables efficient cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive molecules.

Application

3-Benzyl-6-bromo-2-methoxyquinoline serves as a versatile building block for the synthesis of functionalized quinoline scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the methoxy and benzyl substituents provide orthogonal handle options for further derivatization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      3-Benzyl-6-bromo-2-chloroquinoline|CS-0009938
      654655-68-2
    • null|null
      124-41-4
    • ~98%
    • In-stock
      3-Benzyl-6-bromo-2-methoxyquinoline|CS-0009939
      654655-69-3

    References

    • Pathak, Richa; Madapa, Sudharshan; Batra, Sanjay Tetrahedron, 2007 , vol. 63, # 2 p. 451 - 460
  • Route2
    • In-stock
      3-Benzyl-6-bromo-2-chloroquinoline|CS-0009938
      654655-68-2
    • null|null
      67-56-1
    • null|null
      124-41-4
    • ~86%
    • In-stock
      3-Benzyl-6-bromo-2-methoxyquinoline|CS-0009939
      654655-69-3

    References

    • CHATTOPADHYAYA, Jyoti; UPADHAYAYA, Ram Shankar Patent: WO2009/91324 A1, 2009 ; Location in patent: Page/Page column 23 ; WO 2009/091324 A1
  • Route3

    References

    • Tetrahedron, , vol. 63, # 2 p. 451 - 460

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   4.5967
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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