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CS-W001157 4
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2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine

  • CAS No. 56946-65-7

  • Cat. No. CS-W001204
  • Molecule weight188.05
  • Purity≥98%
  • MDL No.MFCD15144700

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

2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine|CS-W001204

Structure of 56946-65-7

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General Information

  • CAS No. 56946-65-7
  • Cat. No. CS-W001204
  • Purity ≥98%
  • MDL No. MFCD15144700
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇Cl₂N
  • Molecular Weight 188.05
  • Synonym(s) 2,4-dichloro-5H,6H,7H-cyclopenta[b]pyridine
  • SMILES ClC1=C(CCC2)C2=NC(Cl)=C1

Description

This cyclopenta[b]pyridine derivative features a fused bicyclic core with strategically positioned chlorine atoms at the 2 and 4 positions, enhancing electron deficiency and enabling selective reactivity in cross-coupling and heterocyclic synthesis. The dihydro structure provides synthetic accessibility while maintaining stability under standard conditions.

Application

2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. Its dichloro substitution pattern facilitates sequential functionalization, while the saturated cyclopenta ring offers enhanced stability and predictable reactivity in standard synthetic workflows. The compound exhibits excellent bench stability and is readily purified by column chromatography, making it well-suited for medicinal chemistry and process development applications.

Synthesis

  • Route1
    • null|null
      824-72-6
    • In-stock
      4-Hydroxy-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one|CS-0099223
      55618-81-0
    • ~%
    • In-stock
      2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine|CS-W001204
      56946-65-7

    References

    • Robison Journal of the American Chemical Society, 1958 , vol. 80, p. 5481
  • Route2

    References

    • Prelog; Szpilfogel Helvetica Chimica Acta, 1945 , vol. 28, p. 1684,1690
  • Route3

    References

    • Prelog; Szpilfogel Helvetica Chimica Acta, 1945 , vol. 28, p. 1684,1690

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   12.89
  • LogP   2.8771
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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