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CS-W001157 4
Total: USD 88.00

7-Chloro-1H-imidazo[4,5-b]pyridine

  • CAS No. 6980-11-6

  • Cat. No. CS-W005973
  • Purity≥97%
  • MDL No.MFCD15143399

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

7-Chloro-1H-imidazo[4,5-b]pyridine|CS-W005973

Structure of 6980-11-6

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General Information

  • CAS No. 6980-11-6
  • Cat. No. CS-W005973
  • Purity ≥97%
  • MDL No. MFCD15143399
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight None
  • Synonym(s) None
  • SMILES ClC2=C1[NH]C=NC1=NC=C2

Description

7-Chloro-1H-imidazo[4,5-b]pyridine is a heterocyclic scaffold featuring a chlorinated imidazopyridine core with enhanced electron-deficient character. This structural motif integrates readily into medicinal chemistry libraries, offering high stability and compatibility with diverse coupling reactions. The chlorine substituent enables direct functionalization or serves as a handle for transition metal-catalyzed transformations.

Application

7-Chloro-1H-imidazo[4,5-b]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. Its chlorine substituent provides a reliable handle for palladium-catalyzed cross-coupling reactions, facilitating rapid diversification. The compound exhibits excellent bench stability, mild reactivity under standard conditions, and compatibility with common functional groups, making it well-suited for modular synthesis and scale-up applications.

Synthesis

  • Route1
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      6863-46-3
    • ~%
    • In-stock
      7-Chloro-1H-imidazo[4,5-b]pyridine|CS-W005973
      6980-11-6

    References

    • WO2008/118468 A1, ; Page/Page column 123 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 12 p. 3165 - 3168
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 12 p. 3165 - 3168

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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