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3-Amino-6-bromopyrazine-2-carbonitrile

  • CAS No. 17231-51-5

  • Cat. No. CS-0018967
  • Molecule weight199.01
  • Purity≥96%
  • MDL No.MFCD06658300

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

3-Amino-6-bromopyrazine-2-carbonitrile|CS-0018967

Structure of 17231-51-5

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General Information

  • CAS No. 17231-51-5
  • Cat. No. CS-0018967
  • Purity ≥96%
  • MDL No. MFCD06658300
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrN₄
  • Molecular Weight 199.01
  • Synonym(s) 2-AMINO-5-BROMO-3-CYANOPYRAZINE
  • SMILES N#CC1=NC(Br)=CN=C1N

Description

3-Amino-6-bromopyrazine-2-carbonitrile features a pyrazine core functionalized with amino, bromo, and cyano groups at positions 3, 6, and 2 respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to complex nitrogen-rich scaffolds in medicinal chemistry and materials science.

Application

3-Amino-6-bromopyrazine-2-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds through palladium-catalyzed cross-coupling reactions. The amino and bromo groups provide orthogonal functional handles for sequential derivatization, while the nitrile group enhances solubility and participates in cyclization pathways. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Safety Information

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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   75.59
  • LogP   0.69298
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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