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CS-W001157 4
Total: USD 88.00

3-Bromopyrazin-2-amine

  • CAS No. 21943-12-4

  • Cat. No. CS-W008796
  • Purity≥97%
  • MDL No.MFCD09909692

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

3-Bromopyrazin-2-amine|CS-W008796

Structure of 21943-12-4

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General Information

  • CAS No. 21943-12-4
  • Cat. No. CS-W008796
  • Purity ≥97%
  • MDL No. MFCD09909692
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrN₃
  • Molecular Weight 174.00
  • Synonym(s) Pyrazine, 2-amino-3-bromo-; 3-Bromo-2-pyrazinamine; 3-Bromopyrazin-2-amine; 2-Amino-3-bromopyrazine
  • SMILES NC1=NC=CN=C1Br

Description

3-Bromopyrazin-2-amine delivers a reactive bromine handle adjacent to a pyrazine nitrogen, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. This bench-stable heterocycle integrates readily into complex scaffolds for medicinal chemistry and materials science applications.

Application

3-Bromopyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the pyrazin-2-amine moiety offers a rigid, electron-deficient core compatible with diverse functional groups. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other nitrogen-containing pharmaceuticals.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 19, # 3 p. 673 - 674

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   51.8
  • LogP   0.8213
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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