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CS-W001157 4
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Amino-3,5-dibromopyrazine

  • CAS No. 24241-18-7

  • Cat. No. CS-D1346
  • Purity≥96%
  • MDL No.MFCD00673150

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

Amino-3,5-dibromopyrazine|CS-D1346

Structure of 24241-18-7

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General Information

  • CAS No. 24241-18-7
  • Cat. No. CS-D1346
  • Purity ≥96%
  • MDL No. MFCD00673150
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃Br₂N₃
  • Molecular Weight 252.89
  • Synonym(s) 3,5-Dibromo-2-pyrazinamine; 3,5-Dibromopyrazin-2-ylamine
  • SMILES BrC1=NC(Br)=C(N)N=C1

Description

Amino-3,5-dibromopyrazine features a pyrazine core functionalized with amino and dibromo substituents, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient ring system facilitates cross-coupling reactions under standard conditions, while the bromine atoms serve as reactive handles for further derivatization. This compound offers high stability and predictable reactivity in synthetic sequences.

Application

Amino-3,5-dibromopyrazine serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its dual bromo groups enable efficient palladium-catalyzed cross-coupling reactions, while the amino functionality offers site-specific derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Paudler, William W.; Jovanovic, Misa V. Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1064 - 1069
  • Route2

    References

    • Chemical Communications, , vol. 47, # 16 p. 4688 - 4690
  • Route3

    References

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

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.5838
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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