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CS-W001157 4
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2-(Pyrazin-2-yl)acetonitrile

  • CAS No. 5117-44-2

  • Cat. No. CS-0053750
  • Purity≥97%
  • MDL No.None

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

2-(Pyrazin-2-yl)acetonitrile|CS-0053750

Structure of 5117-44-2

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General Information

  • CAS No. 5117-44-2
  • Cat. No. CS-0053750
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃
  • Molecular Weight 119.12
  • Synonym(s) Pyrazineacetonitrile
  • SMILES N#CCC1=CN=CC=N1

Description

2-(Pyrazin-2-yl)acetonitrile features a pyrazine ring linked to a nitrile-bearing acetyl side chain, delivering a robust heteroaromatic scaffold with enhanced electron-withdrawing character. This configuration enables efficient integration into synthetic routes requiring strong π-acidity or directional metal coordination. The molecule exhibits excellent stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, streamlining its use in catalytic transformations and pharmaceutical intermediates.

Application

2-(Pyrazin-2-yl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrazine-containing heterocycles via nucleophilic addition and cyclization reactions. Its nitrile group facilitates functionalization through hydrolysis or reduction, while the pyrazine core offers favorable metabolic stability and π-stacking interactions. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for use in multi-step synthesis campaigns targeting kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1

    References

    • Amgen Inc. Patent: US2007/299080 A1, 2007 ; Location in patent: Page/Page column 73-74 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   49.57
  • LogP   0.54268
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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