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CS-W001157 4
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6-Phenylpyrazin-2-amine

  • CAS No. 41270-69-3

  • Cat. No. CS-0187908
  • Purity≥97%
  • MDL No.None

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

6-Phenylpyrazin-2-amine|CS-0187908

Structure of 41270-69-3

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General Information

  • CAS No. 41270-69-3
  • Cat. No. CS-0187908
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉N₃
  • Molecular Weight 171.20
  • Synonym(s) 2-Amino-6-phenylpyrazine
  • SMILES C1=CC=C(C=C1)C2=NC(=CN=C2)N

Description

6-Phenylpyrazin-2-amine features a pyrazine core functionalized with a phenyl group at C6 and an amine at C2, enabling versatile integration into pharmaceutical scaffolds. The electron-deficient pyrazine ring enhances reactivity in transition-metal-catalyzed couplings, while the pendant amine offers direct conjugation potential. This compound serves as a key building block for bioactive heterocycles, particularly in kinase inhibitor development.

Application

6-Phenylpyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling and cyclization reactions. Its phenyl and primary amine functionalities offer orthogonal reactivity for diversification via Suzuki-Miyaura, Buchwald-Hartwig, or electrophilic substitution. Bench-stable and readily purified by crystallization, it functions effectively in multi-step syntheses requiring functional group tolerance and structural rigidity.

Synthesis

  • Route1

    References

    • Djung, Jane F.; Mears, Richard. J.; Montalbetti, Christian A.G.N.; Coulter, Thomas S.; Golebiowski, Adam; Carr, Andrew N.; Barker, Oliver; Greis, Kenneth D.; Zhou, Songtao; Dolan, Elizabeth; Davis, Gregory F. Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 8 p. 2742 - 2750
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      63211-83-6
    • ~%
    • In-stock
      6-Phenylpyrazin-2-amine|CS-0187908
      41270-69-3

    References

    • Sladowska, H.; van Veldhuizen, A.; van der Plas, H. C. Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 843 - 847
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      107427-45-2
    • ~%
    • In-stock
      6-Phenylpyrazin-2-amine|CS-0187908
      41270-69-3

    References

    • Sladowska, H.; van Veldhuizen, A.; van der Plas, H. C. Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 843 - 847

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

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.7258
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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