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CS-W001157 4
Total: USD 88.00

1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone

  • CAS No. 83393-46-8

  • Cat. No. CS-D0721
  • Purity≥97%
  • MDL No.MFCD09743457

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

1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone|CS-D0721

Structure of 83393-46-8

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General Information

  • CAS No. 83393-46-8
  • Cat. No. CS-D0721
  • Purity ≥97%
  • MDL No. MFCD09743457
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanon
  • SMILES O=C(C)C1=CNC2=NC=CC=C12

Description

1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone features a fused heterocyclic core with a ketone-bearing side chain, enabling direct integration into bioactive molecule scaffolds. The electron-deficient pyrrolopyridine ring facilitates coupling reactions, while the acetyl group provides a handle for further functionalization under standard conditions.

Application

1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles. The ketone functionality facilitates nucleophilic addition, reductive amination, and coupling reactions, while the pyrrolopyridine core exhibits favorable stability and solubility for downstream transformations. Its bench-stable nature and compatibility with common reaction conditions make it ideal for modular synthesis of bioactive scaffolds.

Synthesis

  • Route1
    • In-stock
      7-Azaindole|CS-B0516
      271-63-6
    • null|null
      75-36-5
    • ~91%
    • In-stock
      1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone|CS-D0721
      83393-46-8

    References

    • Zhang, Zhongxing; Yang, Zhong; Wong, Henry; Zhu, Juliang; Meanwell, Nicholas A.; Kadow, John F.; Wang, Tao Journal of Organic Chemistry, 2002 , vol. 67, # 17 p. 6226 - 6227
  • Route2
    • null|null
      75-36-5
    • ~%
    • In-stock
      1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone|CS-D0721
      83393-46-8

    References

    • WO2006/124863 A2, ; Page/Page column 30-31 ; WO 2006/124863 A2
  • Route3
    • In-stock
      7-Azaindole|CS-B0516
      271-63-6
    • null|null
      108-24-7
    • ~%
    • In-stock
      1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone|CS-D0721
      83393-46-8

    References

    • WO2008/5457 A2, ; Page/Page column 96 ; WO 2008/005457 A2

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   45.75
  • LogP   1.7655
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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