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CS-W001157 4
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5-Chloropyrazin-2-amine

  • CAS No. 33332-29-5

  • Cat. No. CS-W007882
  • Molecule weight129.55
  • Purity≥97%
  • MDL No.MFCD03423596

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

5-Chloropyrazin-2-amine|CS-W007882

Structure of 33332-29-5

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General Information

  • CAS No. 33332-29-5
  • Cat. No. CS-W007882
  • Purity ≥97%
  • MDL No. MFCD03423596
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄ClN₃
  • Molecular Weight 129.55
  • Synonym(s) 5-Amino-2-chloropyrazine
  • SMILES NC1=NC=C(Cl)N=C1

Description

5-Chloropyrazin-2-amine serves as a key heterocyclic scaffold in medicinal chemistry, offering a reactive site for cross-coupling and functionalization. The chlorine atom enables direct substitution under palladium-catalyzed conditions, while the pyrazine ring provides enhanced metabolic stability and favorable electronic properties for target engagement. This compound integrates readily into bioactive molecules requiring electron-deficient aromatic systems.

Application

5-Chloropyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrazine-based heterocycles. Its chlorine substituent facilitates nucleophilic substitution reactions, while the pyrazin-2-amine core provides a handle for further functionalization via coupling protocols. The compound exhibits good bench stability and compatibility with standard reaction conditions, making it well-suited for iterative synthesis workflows in API development and library generation.

Synthesis

  • Route1

    References

    • THE GOVERNMENT OF THE UNITED STATES, as represented by the secretary of HEALTH AND HUMAN SERVICES Patent: WO2007/124345 A2, 2007 ; Location in patent: Page/Page column 12; 27 ;
  • Route2

    References

    • US5866568 A1, ;
  • Route3

    References

    • US4293552 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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.7122
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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