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7-Bromo-6-methoxyisoquinoline

  • CAS No. 666735-07-5

  • Cat. No. CS-0203441
  • Molecule weight238.08
  • Purity≥98%
  • MDL No.None

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

7-Bromo-6-methoxyisoquinoline|CS-0203441

Structure of 666735-07-5

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General Information

  • CAS No. 666735-07-5
  • Cat. No. CS-0203441
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO
  • Molecular Weight 238.08
  • Synonym(s) Isoquinoline,7-bromo-6-methoxy
  • SMILES COC1=CC2=C(C=NC=C2)C=C1Br

Description

7-Bromo-6-methoxyisoquinoline is a halogenated isoquinoline derivative featuring a bromine atom at the 7-position and a methoxy group at the 6-position. This electron-deficient scaffold integrates readily into transition metal-catalyzed coupling reactions, offering enhanced reactivity in C–H functionalization and cross-coupling processes. The para-substituted aryl system provides favorable steric and electronic profiles for modular synthesis in medicinal chemistry and materials science applications.

Application

7-Bromo-6-methoxyisoquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The methoxy group enhances electron density at the isoquinoline core, improving stability and facilitating selective functionalization. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
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    • In-stock
      7-Bromo-6-methoxyisoquinoline|CS-0203441
      666735-07-5

    References

    • SANOFI-AVENTIS DEUTSCHLAND GMBH Patent: WO2007/240 A1, 2007 ; Location in patent: Page/Page column 33 ; WO 2007/000240 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 : 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

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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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