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CS-W001157 4
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5-Bromopyrazine-2-carbonitrile

  • CAS No. 221295-04-1

  • Cat. No. CS-W018566
  • Purity≥96%
  • MDL No.MFCD09909652

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

5-Bromopyrazine-2-carbonitrile|CS-W018566

Structure of 221295-04-1

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General Information

  • CAS No. 221295-04-1
  • Cat. No. CS-W018566
  • Purity ≥96%
  • MDL No. MFCD09909652
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrN₃
  • Molecular Weight 183.99
  • Synonym(s) 2-Pyrazinecarbonitrile, 5-bromo- Pyrazinecarbonitrile, 5-bromo- (9CI)
  • SMILES BrC1=NC=C(N=C1)C#N

Description

5-Bromopyrazine-2-carbonitrile features a pyrazine core functionalized with bromine at the 5-position and a nitrile group at the 2-position, enabling facile cross-coupling and diversification. This electron-deficient heteroaromatic scaffold integrates readily into pharmaceutical intermediates and advanced materials, offering high reactivity under standard conditions with minimal handling complexity.

Application

5-Bromopyrazine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromine and nitrile functionalities. The molecule exhibits good bench stability and facilitates the construction of substituted pyrazine scaffolds commonly found in kinase inhibitors and agrochemicals. Its dual reactive handles allow for sequential functionalization, supporting efficient access to complex heterocyclic architectures.

Synthesis

  • Route1

    References

    • AstraZeneca AB; NPS PHARMACEUTICALS, INC. Patent: US2007/37820 A1, 2007 ; Location in patent: Page/Page column 15 ; US 20070037820 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   49.57
  • LogP   1.11078
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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