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CS-W001157 4
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6,7-Dihydro-5H-cyclopenta[b]pyridin-5-one

  • CAS No. 28566-14-5

  • Cat. No. CS-W005016
  • Molecule weight133.15
  • Purity≥98%
  • MDL No.MFCD07371500

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

6,7-Dihydro-5H-cyclopenta[b]pyridin-5-one|CS-W005016

Structure of 28566-14-5

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General Information

  • CAS No. 28566-14-5
  • Cat. No. CS-W005016
  • Purity ≥98%
  • MDL No. MFCD07371500
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO
  • Molecular Weight 133.15
  • Synonym(s) 6H,7H-cyclopenta[b]pyridin-5-one
  • SMILES O=C1CCC2=NC=CC=C21

Description

6,7-Dihydro-5H-cyclopenta[b]pyridin-5-one is a nitrogen-containing heterocycle featuring a saturated cyclopentane ring fused to a pyridinone system. This scaffold exhibits enhanced stability and favorable solubility in polar solvents, enabling efficient integration into medicinal chemistry campaigns. The carbonyl group at the 5-position provides a key site for derivatization, supporting its use in targeted synthesis of bioactive compounds.

Application

6,7-Dihydro-5H-cyclopenta[b]pyridin-5-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to fused pyridine scaffolds. Its stability and defined regiochemistry facilitate downstream functionalization, including electrophilic substitution and transition-metal-catalyzed couplings. The compound functions as a key intermediate in the synthesis of bioactive molecules, particularly those requiring constrained bicyclic frameworks with tunable polarity and metabolic resilience.

Synthesis

  • Route1

    References

    • Allergan, Inc. Patent: US2008/255239 A1, 2008 ; Location in patent: Page/Page column 33 ; US 20080255239 A1
  • Route2

    References

    • Huang, Yanhe; Hartmann, Rolf W. Synthetic Communications, 1998 , vol. 28, # 7 p. 1197 - 1200
  • Route3
    • null|null
      624-67-9
    • 3-Aminocyclopent-2-en-1-one|CS-0139153
      28566-12-3
    • ~%
    • In-stock
      6,7-Dihydro-5H-cyclopenta[b]pyridin-5-one|CS-W005016
      28566-14-5

    References

    • Bell, Ian M.; Erb, Jill M.; Freidinger, Roger M.; Gallicchio, Steven N.; Guare, James P.; Guidotti, Maribeth T.; Halpin, Rita A.; Hobbs, Doug W.; Homnick, Carl F.; Kuo, Michelle S.; Lis, Edward V.; Mathre, David J.; Michelson, Stuart R.; Pawluczy, Joseph M.; Pettibone, Douglas J.; Reiss, Duane R.; Vickers, Stanley; Williams, Peter D.; Woyden, Carla J. Journal of Medicinal Chemistry, 1998 , vol. 41, # 12 p. 2146 - 2163

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

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.2105
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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