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CS-W001157 4
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3-Bromo-8-methoxyquinoline

  • CAS No. 103030-27-9

  • Cat. No. CS-0445049
  • Molecule weight238.08
  • Purity≥98%
  • MDL No.MFCD22690585

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

3-Bromo-8-methoxyquinoline|CS-0445049

Structure of 103030-27-9

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General Information

  • CAS No. 103030-27-9
  • Cat. No. CS-0445049
  • Purity ≥98%
  • MDL No. MFCD22690585
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO
  • Molecular Weight 238.08
  • Synonym(s) Quinoline,3-bromo-8-methoxy
  • SMILES COC1=CC=CC2=CC(=CN=C21)Br

Description

3-Bromo-8-methoxyquinoline is a halogenated quinoline derivative featuring a bromine atom at the 3-position and a methoxy group at the 8-position. This combination imparts enhanced reactivity in cross-coupling transformations while maintaining stability under standard conditions. The electron-donating methoxy group modulates electronic density, facilitating selective functionalization in synthetic sequences. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

3-Bromo-8-methoxyquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl scaffolds. Its bromine and methoxy groups offer orthogonal reactivity, facilitating sequential functionalization. The compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Irving; Pinnington Journal of the Chemical Society, 1957 , p. 290,293

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-P330-P362+P364-P405-P501

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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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