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CS-W001157 4
Total: USD 88.00

2-Amino-3,5-dichloropyrazine

  • CAS No. 873-42-7

  • Cat. No. CS-W018737
  • Purity≥96%
  • MDL No.MFCD11040179

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

2-Amino-3,5-dichloropyrazine|CS-W018737

Structure of 873-42-7

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General Information

  • CAS No. 873-42-7
  • Cat. No. CS-W018737
  • Purity ≥96%
  • MDL No. MFCD11040179
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃Cl₂N₃
  • Molecular Weight 163.99
  • Synonym(s) 3,5-Dichloro-pyrazin-2-ylamine
  • SMILES NC1=NC=C(N=C1Cl)Cl

Description

2-Amino-3,5-dichloropyrazine is a heterocyclic amine featuring two chlorine substituents at electron-deficient positions, enabling robust coupling in cross-coupling reactions. This bench-stable derivative integrates readily into pharmaceutical scaffolds and serves as a key intermediate for bioactive nitrogen-rich compounds.

Application

2-Amino-3,5-dichloropyrazine serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its electron-deficient pyrazine core enables efficient cross-coupling reactions, while the amino and dichloro substituents offer orthogonal functionalization potential. The compound exhibits good bench stability and facilitates the construction of complex heterocyclic scaffolds through sequential substitution, making it valuable for rapid diversification in lead optimization campaigns.

Synthesis

  • Route1

    References

    • Caldwell, John J.; Veillard, Nicolas; Collins, Ian Tetrahedron, 2012 , vol. 68, # 47 p. 9713 - 9728,16 Title/Abstract Full Text Show Details Caldwell, John J.; Veillard, Nicolas; Collins, Ian Tetrahedron, 2012 , vol. 68, # 47 p. 9713 - 9728
  • Route2

    References

    • Kwak, Se Hun; Lee, Gee-Hyung; Gong, Young-Dae Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 12 p. 4271 - 4274
  • Route3

    References

    • WO2007/124345 A2, ; Page/Page column 26-27 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.3656
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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