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3-Amino-5-chloropyrazine-2-carbonitrile

  • CAS No. 54632-11-0

  • Cat. No. CS-0005501
  • Purity≥97%
  • MDL No.MFCD10697779

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

3-Amino-5-chloropyrazine-2-carbonitrile|CS-0005501

Structure of 54632-11-0

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General Information

  • CAS No. 54632-11-0
  • Cat. No. CS-0005501
  • Purity ≥97%
  • MDL No. MFCD10697779
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₄
  • Molecular Weight 154.56
  • Synonym(s) None
  • SMILES N#CC1=NC=C(Cl)N=C1N

Description

3-Amino-5-chloropyrazine-2-carbonitrile features a pyrazine core bearing amino, chloro, and cyano substituents in a regioselective arrangement, enabling integration into heterocyclic scaffolds. This electron-deficient platform facilitates coupling reactions under mild conditions, offering high functional group tolerance for advanced synthetic applications.

Application

3-Amino-5-chloropyrazine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazine-based heterocycles via nucleophilic substitution and coupling reactions. The amino and cyano groups offer orthogonal reactivity for sequential functionalization, while the chloro substituent facilitates palladium-catalyzed cross-coupling. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of API-relevant scaffolds.

Synthesis

  • Route1
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      42770-07-0
    • ~%
    • In-stock
      3-Amino-5-chloropyrazine-2-carbonitrile|CS-0005501
      54632-11-0

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 23 p. 6524 - 6528

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.59
  • LogP   0.58388
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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