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CS-W001157 4
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5-Bromoisoquinolin-1-amine

  • CAS No. 852570-80-0

  • Cat. No. CS-0042000
  • Purity≥97%
  • MDL No.MFCD11226920

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

5-Bromoisoquinolin-1-amine|CS-0042000

Structure of 852570-80-0

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General Information

  • CAS No. 852570-80-0
  • Cat. No. CS-0042000
  • Purity ≥97%
  • MDL No. MFCD11226920
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) None
  • SMILES NC1=NC=CC2=C1C=CC=C2Br

Description

5-Bromoisoquinolin-1-amine delivers a brominated isoquinoline scaffold with a primary amine at the 1-position, enabling direct functionalization in cross-coupling and medicinal chemistry. This electron-deficient heterocycle features high reactivity in Pd-catalyzed transformations and serves as a key building block for kinase inhibitors and fluorescent probes.

Application

5-Bromoisoquinolin-1-amine serves as a versatile building block for constructing isoquinoline-based scaffolds in medicinal chemistry and catalytic cross-coupling reactions. The bromine substituent enables palladium-catalyzed coupling with boronic acids, amines, and other nucleophiles, while the primary amine facilitates derivatization and salt formation. Its bench-stable crystalline form supports straightforward handling and purification, making it well-suited for iterative synthesis and scale-up applications in API development.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2005/49577 A1, 2005 ; Location in patent: Page/Page column 32-33 ; WO 2005/049577 A1
  • Route2

    References

    • US2013/310391 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

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.5795
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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