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CS-W001157 4
Total: USD 88.00

4-Chloro-1H-imidazo[4,5-c]pyridine

  • CAS No. 2770-01-6

  • Cat. No. CS-D0825
  • Purity≥97%
  • MDL No.MFCD08689582

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

4-Chloro-1H-imidazo[4,5-c]pyridine|CS-D0825

Structure of 2770-01-6

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General Information

  • CAS No. 2770-01-6
  • Cat. No. CS-D0825
  • Purity ≥97%
  • MDL No. MFCD08689582
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight 153.57
  • Synonym(s) 1H-Imidazo[4,5-c]pyridine, 4-chloro-
  • SMILES ClC1=NC=CC2=C1N=CN2

Description

4-Chloro-1H-imidazo[4,5-c]pyridine is a heterocyclic scaffold featuring a chlorinated imidazopyridine core with high electron deficiency. This configuration enables efficient coupling in transition-metal-catalyzed reactions and facilitates integration into bioactive molecules. The compound exhibits robust stability under standard bench conditions and serves as a key building block for pharmaceutical intermediates and functional materials.

Application

4-Chloro-1H-imidazo[4,5-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to imidazopyridine scaffolds prevalent in kinase inhibitors and CNS-targeted therapeutics. The chloro substituent facilitates palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald–Hartwig aminations, with excellent functional group tolerance and bench stability. Its reactivity profile supports rapid diversification in lead optimization campaigns.

Synthesis

  • Route1
    • In-stock
      2-Chloropyridine-3,4-diamine|CS-D0776
      39217-08-8
    • null|null
      14036-06-7
    • ~%
    • In-stock
      4-Chloro-1H-imidazo[4,5-c]pyridine|CS-D0825
      2770-01-6

    References

    • EP1690863 A1, ; Page/Page column 120-121 ;
  • Route2
    • null|null
      91184-02-0
    • ~81%
    • In-stock
      4-Chloro-1H-imidazo[4,5-c]pyridine|CS-D0825
      2770-01-6

    References

    • Maiti, Munmun; Persoons, Leentje; Andrei, Graciela; Snoeck, Robert; Balzarini, Jan; Herdewijn, Piet ChemMedChem, 2013 , vol. 8, # 6 p. 985 - 993
  • Route3

    References

    • UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC. Patent: WO2007/47793 A2, 2007 ; Location in patent: Page/Page column 35 ;

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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