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1-Bromoisoquinolin-3-amine

  • CAS No. 13130-79-5

  • Cat. No. CS-0060672
  • Molecule weight223.07
  • Purity≥97%
  • MDL No.None

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

1-Bromoisoquinolin-3-amine|CS-0060672

Structure of 13130-79-5

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General Information

  • CAS No. 13130-79-5
  • Cat. No. CS-0060672
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) 3-Amino-1-bromoisoquinoline
  • SMILES C1=CC2=CC(=NC(=C2C=C1)Br)N

Description

1-Bromoisoquinolin-3-amine delivers a reactive bromine handle and an amine functionality within a fused heteroaromatic framework. This combination enables direct coupling in cross-coupling reactions or functionalization of complex scaffolds. The molecule exhibits excellent stability under standard conditions and facilitates efficient derivatization in medicinal chemistry and materials synthesis workflows.

Application

1-Bromoisoquinolin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo group. The pendant amine functions as a nucleophilic handle for derivatization or salt formation, while the isoquinoline core provides structural rigidity and π-systems beneficial for target binding. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Eisai Co., Ltd. Patent: US6340759 B1, 2002 ; Location in patent: Example 421 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319-H335
Precautionary Statements : P261-P271-P280

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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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