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CS-W001157 4
Total: USD 88.00

1-(1H-Pyrazol-3-yl)ethanone

  • CAS No. 20583-33-9

  • Cat. No. CS-0036771
  • Purity≥98%
  • MDL No.None

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

1-(1H-Pyrazol-3-yl)ethanone|CS-0036771

Structure of 20583-33-9

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General Information

  • CAS No. 20583-33-9
  • Cat. No. CS-0036771
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight 110.11
  • Synonym(s) Ethanone, 1-(1H-pyrazol-3-yl)- (9CI)
  • SMILES CC(=O)C1=CC=NN1

Description

1-(1H-Pyrazol-3-yl)ethanone features a pyrazole ring fused to an acetyl group, delivering a versatile scaffold for medicinal chemistry. This bench-stable ketone integrates readily into heterocyclic syntheses, enabling efficient access to bioactive molecules through nucleophilic addition or condensation reactions. The electron-deficient carbonyl site facilitates regioselective functionalization under mild conditions.

Application

1-(1H-Pyrazol-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazole-based scaffolds through standard functional group transformations. Its acetamido substituent facilitates direct derivatization via nucleophilic acyl substitution or reduction, while the pyrazole ring exhibits robust bench stability and favorable solubility profiles. This compound functions effectively in coupling reactions, heterocycle elaboration, and transition-metal-catalyzed cross-couplings, offering reliable synthetic utility for drug discovery and process development workflows.

Synthesis

  • Route1
    • null|null
      1423-60-5
    • null|null
      18107-18-1
    • ~91%
    • In-stock
      1-(1H-Pyrazol-3-yl)ethanone|CS-0036771
      20583-33-9

    References

    • MERCK SHARP and DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu Patent: WO2012/6760 A1, 2012 ; Location in patent: Page/Page column 54 ; WO 2012/006760 A1
  • Route2
    • null|null
      186581-53-3
    • null|null
      1423-60-5
    • ~%
    • In-stock
      1-(1H-Pyrazol-3-yl)ethanone|CS-0036771
      20583-33-9

    References

    • Fontana, Antonella; De Maria, Paolo; Pierini, Marco; Siani, Gabriella; Cerritelli, Simona; Macaluso, Gabriella Journal of Physical Organic Chemistry, 2002 , vol. 15, # 5 p. 247 - 257
  • Route3
    • null|null
      46340-01-6
    • ~%
    • In-stock
      1-(1H-Pyrazol-3-yl)ethanone|CS-0036771
      20583-33-9

    References

    • Panizzi; Benati Gazzetta Chimica Italiana, 1946 , vol. 76, p. 66,70

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   0.6123
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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