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CS-W001157 4
Total: USD 88.00

8-Bromo-2-methylquinoline

  • CAS No. 61047-43-6

  • Cat. No. CS-W008274
  • Purity≥98%
  • MDL No.MFCD04966997

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

8-Bromo-2-methylquinoline|CS-W008274

Structure of 61047-43-6

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General Information

  • CAS No. 61047-43-6
  • Cat. No. CS-W008274
  • Purity ≥98%
  • MDL No. MFCD04966997
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrN
  • Molecular Weight 222.08
  • Synonym(s) 8-Bromoquinaldine; 8-Bromo-2-methylquinoline
  • SMILES CC1=NC2=C(Br)C=CC=C2C=C1

Description

8-Bromo-2-methylquinoline is a heterocyclic scaffold featuring bromine and methyl substituents at the 8- and 2-positions, respectively. This electron-deficient quinoline derivative enables direct functionalization in cross-coupling reactions and serves as a key building block for ligands, pharmaceutical intermediates, and materials with tailored electronic properties.

Application

8-Bromo-2-methylquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling direct functionalization at the quinoline core. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the methyl group enhances solubility and modulates electronic properties. The molecule exhibits excellent bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis of heterocyclic scaffolds and kinase inhibitor analogs.

Synthesis

  • Route1
    • null|null
      615-36-1
    • null|null
      123-73-9
    • ~52%
    • In-stock
      8-Bromo-2-methylquinoline|CS-W008274
      61047-43-6

    References

    • SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; CASAUBON, Rebecca, L. Patent: WO2010/101949 A1, 2010 ; Location in patent: Page/Page column 116; 117 ; WO 2010/101949 A1
  • Route2
    • 2,8-Dibromoquinoline|CS-0008659
      871507-79-8
    • null|null
      594-27-4
    • ~45%
    • In-stock
      8-Bromo-2-methylquinoline|CS-W008274
      61047-43-6
    • In-stock
      2,8-Dimethylquinoline|CS-W021532
      1463-17-8

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 3 p. 868 - 877
  • Route3
    • null|null
      1336-21-6
    • null|null
      123-73-9
    • null|null
      615-36-1
    • ~%
    • In-stock
      8-Bromo-2-methylquinoline|CS-W008274
      61047-43-6

    References

    • US2007/274922 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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   12.89
  • LogP   3.30572
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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