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CS-W001157 4
Total: USD 88.00

5-Chloro-3H-imidazo[4,5-b]pyridine

  • CAS No. 52090-89-8

  • Cat. No. CS-W004488
  • Purity≥98%
  • MDL No.MFCD01646134

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

5-Chloro-3H-imidazo[4,5-b]pyridine|CS-W004488

Structure of 52090-89-8

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General Information

  • CAS No. 52090-89-8
  • Cat. No. CS-W004488
  • Purity ≥98%
  • MDL No. MFCD01646134
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight None
  • Synonym(s) 5-chloro-1H-imidazo[4,5-b]pyridine
  • SMILES ClC1=CC=C2C(NC=N2)=N1

Description

5-Chloro-3H-imidazo[4,5-b]pyridine is a bench-stable heterocyclic scaffold featuring a chlorinated imidazopyridine core. This electron-deficient system integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and bioactive small molecules. The chlorine substituent enables site-specific functionalization via cross-coupling reactions.

Application

5-Chloro-3H-imidazo[4,5-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. Its stable, electron-deficient core exhibits excellent compatibility with diverse reaction conditions and facilitates the construction of complex imidazopyridine scaffolds found in kinase inhibitors and other bioactive molecules. The chloro substituent provides a reliable handle for further derivatization, while the compound demonstrates robust bench stability and ease of purification.

Synthesis

  • Route1
    • null|null
      6863-46-3
    • ~76%
    • In-stock
      5-Chloro-3H-imidazo[4,5-b]pyridine|CS-W004488
      52090-89-8

    References

    • Middleton; Wibberley Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 8 p. 1757 - 1760
  • Route2

    References

    • Itoh; Ono; Sugawara; Mizuno Journal of Heterocyclic Chemistry, 1982 , vol. 19, # 3 p. 513 - 517
  • Route3
    • null|null
      6863-46-3
    • ~%
    • In-stock
      5-Chloro-3H-imidazo[4,5-b]pyridine|CS-W004488
      52090-89-8
    • In-stock
      7-Chloro-1H-imidazo[4,5-b]pyridine|CS-W005973
      6980-11-6

    References

    • Itoh; Ono; Sugawara; Mizuno Journal of Heterocyclic Chemistry, 1982 , vol. 19, # 3 p. 513 - 517

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   41.57
  • LogP   1.6113
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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