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CS-W001157 4
Total: USD 88.00

5-Acetylpyridin-2(1H)-one

  • CAS No. 1124-29-4

  • Cat. No. CS-W003737
  • Purity≥98%
  • MDL No.MFCD11870789

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

5-Acetylpyridin-2(1H)-one|CS-W003737

Structure of 1124-29-4

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General Information

  • CAS No. 1124-29-4
  • Cat. No. CS-W003737
  • Purity ≥98%
  • MDL No. MFCD11870789
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) ethanone, 1-(6-hydroxy-3-pyridinyl)-
  • SMILES O=C1C=CC(C(C)=O)=CN1

Description

5-Acetylpyridin-2(1H)-one features a pyridinone core with a strategically positioned acetyl group, enabling direct integration into heterocyclic scaffolds. This bench-stable derivative exhibits enhanced solubility and reactivity in polar solvents, facilitating efficient coupling reactions under mild conditions. The ketone functionality serves as a key handle for derivatization in medicinal chemistry and materials science applications.

Application

5-Acetylpyridin-2(1H)-one serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridone-based scaffolds through standard functional group transformations. Its acetyl group facilitates electrophilic substitution and condensation reactions, while the enolizable ketone and lactam functionalities offer orthogonal reactivity for C–C and C–N bond formation. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses targeting medicinal chemistry intermediates and functional materials.

Synthesis

  • Route1

    References

    • INTERMUNE, INC. Patent: WO2006/122154 A2, 2006 ; Location in patent: Page/Page column 64 ; WO 2006/122154 A2
  • Route2
    • null|null
      14188-94-4
    • ~%
    • In-stock
      3-Acetylpyridin-2(1H)-one|CS-W008721
      62838-65-7
    • In-stock
      5-Acetylpyridin-2(1H)-one|CS-W003737
      1124-29-4

    References

    • WO2012/112743 A1, ; Page/Page column 74 ;
  • Route3

    References

    • WO2012/112743 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 : 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   49.93
  • LogP   0.5775
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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