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CS-W001157 4
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4-Ethynylpyrimidin-2-amine

  • CAS No. 1207175-18-5

  • Cat. No. CS-0050865
  • Purity≥98%
  • MDL No.None

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

4-Ethynylpyrimidin-2-amine|CS-0050865

Structure of 1207175-18-5

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General Information

  • CAS No. 1207175-18-5
  • Cat. No. CS-0050865
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃
  • Molecular Weight 119.12
  • Synonym(s) 4-(Prop-1-ynyl)pyrimidin-2-amine
  • SMILES NC1=NC(=CC=N1)C#C

Description

4-Ethynylpyrimidin-2-amine features a reactive terminal alkyne paired with a pyrimidine amine scaffold, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and modular library synthesis. The electron-deficient pyrimidine ring enhances regioselectivity in coupling reactions, while the bench-stable alkyne facilitates handling under standard conditions.

Application

4-Ethynylpyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds via copper-catalyzed azide-alkyne cycloaddition (CuAAC). The terminal alkyne functionality facilitates conjugation with azides, while the pyrimidin-2-amine moiety provides hydrogen-bonding capacity and compatibility with diverse downstream transformations. Bench-stable and readily purified by chromatography, it functions effectively in both small-molecule library synthesis and modular drug discovery workflows.

Synthesis

  • Route1
    • 4-((Trimethylsilyl)ethynyl)pyrimidin-2-amine|CS-0935330
      1214264-40-0
    • ~92%
    • In-stock
      4-Ethynylpyrimidin-2-amine|CS-0050865
      1207175-18-5

    References

    • Tibiletti, Francesco; Simonetti, Marco; Nicholas, Kenneth M.; Palmisano, Giovanni; Parravicini, Matteo; Imbesi, Federico; Tollari, Stefano; Penoni, Andrea Tetrahedron, 2010 , vol. 66, # 6 p. 1280 - 1288

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.0401
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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