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CS-W001157 4
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5-Bromo-3-methoxypyrazin-2-amine

  • CAS No. 5900-13-0

  • Cat. No. CS-W015441
  • Purity≥98%
  • MDL No.MFCD08275726

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

5-Bromo-3-methoxypyrazin-2-amine|CS-W015441

Structure of 5900-13-0

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General Information

  • CAS No. 5900-13-0
  • Cat. No. CS-W015441
  • Purity ≥98%
  • MDL No. MFCD08275726
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃O
  • Molecular Weight 204.03
  • Synonym(s) 5-Bromo-3-Methoxypyrazin-2-Ylamine
  • SMILES BrC1=CN=C(C(=N1)OC)N

Description

5-Bromo-3-methoxypyrazin-2-amine features a pyrazine core functionalized with bromo and methoxy groups at electron-deficient positions, enabling direct coupling in cross-coupling reactions. The amine handle facilitates derivatization, while the bromine serves as a reactive site for palladium-catalyzed transformations. This compound delivers high reactivity under standard conditions and exhibits bench-stable handling characteristics.

Application

5-Bromo-3-methoxypyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The methoxy and amino groups provide orthogonal reactivity, facilitating sequential functionalization. Its stability under standard reaction conditions and ease of purification make it suitable for scalable synthesis of pyrazine-based pharmaceutical intermediates and heterocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      124-41-4
    • In-stock
      Amino-3,5-dibromopyrazine|CS-D1346
      24241-18-7
    • ~82%
    • In-stock
      5-Bromo-3-methoxypyrazin-2-amine|CS-W015441
      5900-13-0

    References

    • Jiang, Biao; Yang, Cai-Guang; Xiong, Wen-Nan; Wang, Jun Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 5 p. 1149 - 1154
  • Route2

    References

    • MedChemComm, , vol. 5, # 3 p. 333 - 337
  • Route3
    • null|null
      124-41-4
    • 5-Bromo-3-(methylsulfonyl)pyrazin-2-amine|CS-1175624
      87444-39-1
    • ~%
    • In-stock
      5-Bromo-3-methoxypyrazin-2-amine|CS-W015441
      5900-13-0

    References

    • Barlin Australian Journal of Chemistry, 1983 , vol. 36, # 5 p. 983 - 992

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   61.03
  • LogP   0.8299
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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