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CS-W001157 4
Total: USD 88.00

2-Amino-5-bromopyrazine

  • CAS No. 59489-71-3

  • Cat. No. CS-W009264
  • Purity≥97%
  • MDL No.MFCD00235015

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

2-Amino-5-bromopyrazine|CS-W009264

Structure of 59489-71-3

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General Information

  • CAS No. 59489-71-3
  • Cat. No. CS-W009264
  • Purity ≥97%
  • MDL No. MFCD00235015
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrN₃
  • Molecular Weight 174.00
  • Synonym(s) None
  • SMILES BrC1=CN=C(N)C=N1

Application

2-Amino-5-bromopyrazine serves as a versatile building block in the synthesis of functionalized heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The amino group facilitates further derivatization via acylation or diazotization, while the bromine atom provides a reliable handle for C–C bond formation under standard Suzuki-Miyaura or Negishi conditions. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Chou, Chun-Ming; Tung, Yu-Wen; Lin, Meng-I; Chan, Diana; Phakhodee, Wong; Isobe, Minoru Heterocycles, 2012 , vol. 86, # 2 p. 1323 - 1339
  • Route2

    References

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

    References

    • Organic Process Research and Development, , vol. 10, # 4 p. 822 - 828

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352

Quality Control

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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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