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CS-W001157 4
Total: USD 88.00

1,2-Dihydro-2-oxopyridine-3-carbonitrile

  • CAS No. 20577-27-9

  • Cat. No. CS-W002655
  • Purity≥97%
  • MDL No.MFCD00661865

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

1,2-Dihydro-2-oxopyridine-3-carbonitrile|CS-W002655

Structure of 20577-27-9

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General Information

  • CAS No. 20577-27-9
  • Cat. No. CS-W002655
  • Purity ≥97%
  • MDL No. MFCD00661865
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O
  • Molecular Weight 120.11
  • Synonym(s) None
  • SMILES N#CC1=CC=CNC1=O

Description

1,2-Dihydro-2-oxopyridine-3-carbonitrile features a fused heterocyclic core with a strategically positioned nitrile and carbonyl group, enabling direct incorporation into nitrogen-rich scaffolds. This electron-deficient pyridone derivative serves as a key building block in medicinal chemistry, particularly for constructing bioactive compounds through nucleophilic addition or transition-metal-catalyzed coupling.

Application

1,2-Dihydro-2-oxopyridine-3-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridone and pyridine scaffolds. Its dual functionality—enabling nucleophilic addition at the carbonyl and electrophilic substitution at the carbonitrile—facilitates diverse transformations under mild conditions. The compound exhibits good bench stability and is compatible with common functional groups, making it suitable for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • ~97%
    • In-stock
      1,2-Dihydro-2-oxopyridine-3-carbonitrile|CS-W002655
      20577-27-9

    References

    • Lavecchia; Berteina-Raboin; Guillaumet Tetrahedron Letters, 2004 , vol. 45, # 35 p. 6633 - 6636
  • Route2
    • null|null
      14906-64-0
    • ~33%
    • In-stock
      1,2-Dihydro-2-oxopyridine-3-carbonitrile|CS-W002655
      20577-27-9

    References

    • Nagano, Hiroyuki; Nawata, Yoshiharu; Hamana, Masatomo Chemical & Pharmaceutical Bulletin, 1987 , vol. 35, # 10 p. 4068 - 4077
  • Route3
    • In-stock
      Tetramethoxypropane|CS-W020634
      102-52-3
    • null|null
      107-91-5
    • ~%
    • In-stock
      1,2-Dihydro-2-oxopyridine-3-carbonitrile|CS-W002655
      20577-27-9

    References

    • US6335345 B1, ; Page column 59 ; US 6335345 B1

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-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   56.65
  • LogP   0.24658
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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