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CS-W001157 4
Total: USD 88.00

5-Bromo-8-methoxyquinoline

  • CAS No. 10522-47-1

  • Cat. No. CS-0132120
  • Purity≥98%
  • MDL No.MFCD04966996

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

5-Bromo-8-methoxyquinoline|CS-0132120

Structure of 10522-47-1

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General Information

  • CAS No. 10522-47-1
  • Cat. No. CS-0132120
  • Purity ≥98%
  • MDL No. MFCD04966996
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO
  • Molecular Weight 238.08
  • Synonym(s) 5-Bromo-8-methoxy-1,2,3,4-tetrahydro-quinoline
  • SMILES COC1=C2N=CC=CC2=C(Br)C=C1

Description

5-Bromo-8-methoxyquinoline is a heterocyclic scaffold featuring bromine at the 5-position and a methoxy group at the 8-position, enhancing electron-withdrawing character and enabling selective functionalization. This configuration supports direct coupling reactions in cross-coupling methodologies and provides a robust platform for medicinal chemistry exploration.

Application

5-Bromo-8-methoxyquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen functionality. The methoxy group enhances solubility and modulates electronic properties, while the quinoline core provides structural rigidity and compatibility with downstream functionalization. Bench-stable and readily purified by column chromatography, it functions reliably in standard synthetic workflows for constructing complex heterocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Bromoquinolin-8-ol|CS-W008422
      1198-14-7
    • ~65%
    • In-stock
      5-Bromo-8-methoxyquinoline|CS-0132120
      10522-47-1

    References

    • US2011/152246 A1, ; Page/Page column 162-163 ;
  • Route2

    References

    • EP2168959 A1, ; Page/Page column 76 ;
  • Route3
    • 5,7-Dibromo-8-methoxyquinoline|CS-0212092
      17012-49-6
    • ~56%
    • In-stock
      5-Bromo-8-methoxyquinoline|CS-0132120
      10522-47-1

    References

    • Synthesis, , # 9 p. 1159 - 1162

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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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