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CS-W001157 4
Total: USD 88.00

2-Ethynylpyrazine

  • CAS No. 153800-11-4

  • Cat. No. CS-0044099
  • Purity≥98%
  • MDL No.None

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

2-Ethynylpyrazine|CS-0044099

Structure of 153800-11-4

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General Information

  • CAS No. 153800-11-4
  • Cat. No. CS-0044099
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂
  • Molecular Weight 104.11
  • Synonym(s) None
  • SMILES C#CC1=NC=CN=C1

Description

2-Ethynylpyrazine is a bench-stable, moisture-tolerant heteroaromatic building block featuring a terminal alkyne group at the 2-position of the pyrazine ring. This configuration enables efficient copper-catalyzed coupling reactions, facilitating rapid access to functionalized pyrazine derivatives for medicinal chemistry and materials science applications.

Application

2-Ethynylpyrazine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed coupling reactions such as Sonogashira and Suzuki-Miyaura transformations. Its pyrazine core provides enhanced stability and favorable electronic properties for constructing heterocyclic frameworks. The terminal alkyne functionality offers high reactivity and compatibility with a range of functional groups, facilitating efficient access to complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      904694-67-3
    • ~51%
    • In-stock
      2-Ethynylpyrazine|CS-0044099
      153800-11-4

    References

    • Ube Industries, Ltd. Patent: EP1847545 A1, 2007 ; Location in patent: Page/Page column 54 ;
  • Route2
    • 2-((Trimethylsilyl)ethynyl)pyrazine|CS-0962647
      291763-66-1
    • ~%
    • In-stock
      2-Ethynylpyrazine|CS-0044099
      153800-11-4

    References

    • Desai, Bimbisar; Dixon, Karen; Farrant, Elizabeth; Feng, Qixing; Gibson, Karl R.; Van Hoorn, Willem P.; Mills, James; Morgan, Trevor; Parry, David M.; Ramjee, Manoj K.; Selway, Christopher N.; Tarver, Gary J.; Whitlock, Gavin; Wright, Adrian G. Journal of Medicinal Chemistry, 2013 , vol. 56, # 7 p. 3033 - 3047

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

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   0.4579
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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