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CS-W001157 4
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5-Ethynylpyridine-2-carbaldehyde

  • CAS No. 940911-03-5

  • Cat. No. CS-0070247
  • Purity≥98%
  • MDL No.MFCD18256079

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

5-Ethynylpyridine-2-carbaldehyde|CS-0070247

Structure of 940911-03-5

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General Information

  • CAS No. 940911-03-5
  • Cat. No. CS-0070247
  • Purity ≥98%
  • MDL No. MFCD18256079
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO
  • Molecular Weight None
  • Synonym(s) PCA alkyne
  • SMILES C#CC1=CN=C(C=O)C=C1

Description

5-Ethynylpyridine-2-carbaldehyde features a conjugated alkyne and aldehyde functional group positioned ortho to each other on a pyridine ring, enabling efficient copper-catalyzed click reactions. This bifunctional scaffold integrates readily into complex molecular architectures under mild conditions, offering high chemoselectivity and stability in diverse synthetic workflows.

Application

5-Ethynylpyridine-2-carbaldehyde serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated heteroaryl systems. The aldehyde functionality facilitates direct functionalization or reductive amination, while the terminal alkyne supports Sonogashira and Glaser-type couplings. Its stability under standard bench conditions and compatibility with diverse reaction environments make it a practical choice for constructing complex scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      650606-63-6
    • ~95%
    • In-stock
      5-Ethynylpyridine-2-carbaldehyde|CS-0070247
      940911-03-5

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENENATO, Kerry, Ellen; CHOY, Allison, Laura; HALE, Michael, Robin; HILL, Pamela; MARONE, Valerie; MILLER, Matthew Patent: WO2010/100475 A1, 2010 ; Location in patent: Page/Page column 55-56 ; WO 2010/100475 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-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   0.8754
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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