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CS-W001157 4
Total: USD 88.00

5-Ethynylpyrimidine

  • CAS No. 153286-94-3

  • Cat. No. CS-W019603
  • Purity≥98%
  • MDL No.MFCD01936255

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

5-Ethynylpyrimidine|CS-W019603

Structure of 153286-94-3

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General Information

  • CAS No. 153286-94-3
  • Cat. No. CS-W019603
  • Purity ≥98%
  • MDL No. MFCD01936255
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂
  • Molecular Weight 104.11
  • Synonym(s) Pyrimidine, 5-ethynyl- (9CI)
  • SMILES C#CC1=CN=CN=C1

Description

5-Ethynylpyrimidine serves as a pivotal building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles. This electron-deficient pyrimidine derivative integrates readily into copper-catalyzed coupling reactions, offering high stability and compatibility with diverse reaction conditions.

Application

5-Ethynylpyrimidine serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized pyrimidine scaffolds via transition-metal-catalyzed couplings. Its terminal alkyne functionality facilitates reliable Sonogashira, click, or copper-mediated transformations, offering excellent stability under standard bench conditions and compatibility with diverse functional groups. This reagent is particularly valuable for constructing conjugated systems and complex heterocycles in drug discovery campaigns.

Synthesis

  • Route1
    • 5-((Trimethylsilyl)ethynyl)pyrimidine|CS-0158144
      216309-28-3
    • ~90%
    • In-stock
      5-Ethynylpyrimidine|CS-W019603
      153286-94-3

    References

    • Eckert, Thomas; Ipaktschi, Junes Monatshefte fur Chemie, 1998 , vol. 129, # 10 p. 1035 - 1048
  • Route2
    • In-stock
      Anhydrous potassium carbonate, 99.995% metals basis|CS-0644452
      584-08-7
    • 5-((Trimethylsilyl)ethynyl)pyrimidine|CS-0158144
      216309-28-3
    • ~%
    • In-stock
      5-Ethynylpyrimidine|CS-W019603
      153286-94-3

    References

    • US2008/70931 A1, ; Page/Page column 12 ; US 20080070931 A1

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
Precautionary Statements : P264-P270-P330-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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