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CS-W001157 4
Total: USD 88.00

2-Ethynylpyrimidine

  • CAS No. 37972-24-0

  • Cat. No. CS-W019045
  • Purity≥97%
  • MDL No.MFCD10698134

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

2-Ethynylpyrimidine|CS-W019045

Structure of 37972-24-0

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General Information

  • CAS No. 37972-24-0
  • Cat. No. CS-W019045
  • Purity ≥97%
  • MDL No. MFCD10698134
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂
  • Molecular Weight 104.11
  • Synonym(s) Pyrimidine, 2-ethynyl- (9CI)
  • SMILES C(#C)C1=NC=CC=N1

Description

2-Ethynylpyrimidine delivers a reactive alkyne handle within a nitrogen-rich heterocyclic framework, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and materials functionalization. This bench-stable, moisture-tolerant reagent integrates seamlessly into modular synthesis workflows.

Application

2-Ethynylpyrimidine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed coupling reactions such as Sonogashira and Suzuki-Miyaura transformations. Its terminal alkyne functionality exhibits excellent stability under standard reaction conditions and facilitates efficient access to functionalized pyrimidine scaffolds commonly found in pharmaceutical and agrochemical intermediates. The molecule demonstrates broad compatibility with diverse functional groups and supports straightforward purification, making it well-suited for iterative synthesis and library development.

Synthesis

  • Route1
    • null|null
      193631-86-6
    • ~%
    • In-stock
      2-Ethynylpyrimidine|CS-W019045
      37972-24-0

    References

    • Li, Tiehai; Guo, Lina; Zhang, Yan; Wang, Jiajia; Li, Zhonghua; Lin, Lin; Zhang, Zhenxing; Li, Lei; Lin, Jianping; Zhao, Wei; Li, Jing; Wang, Peng George Carbohydrate Research, 2011 , vol. 346, # 9 p. 1083 - 1092
  • Route2
    • null|null
      193631-86-6
    • In-stock
      Idoxuridine|CS-2346
      54-42-2
    • ~%
    • In-stock
      2-Ethynylpyrimidine|CS-W019045
      37972-24-0

    References

    • Gilead Sciences, Inc. Patent: US5645985 A1, 1997 ;
  • Route3
    • In-stock
      2-Bromopyrimidine|CS-W009110
      4595-60-2
    • null|null
      115-19-5
    • ~4%
    • In-stock
      2-Ethynylpyrimidine|CS-W019045
      37972-24-0

    References

    • Lottermoser, Ursula; Rademacher, Paul; Mazik, Monika; Kowski, Klaus European Journal of Organic Chemistry, 2005 , # 3 p. 522 - 531

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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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