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

  • CAS No. 7205-46-1

  • Cat. No. CS-0038408
  • Molecule weight167.60
  • Purity≥97%
  • MDL No.MFCD16657937

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

6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine|CS-0038408

Structure of 7205-46-1

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General Information

  • CAS No. 7205-46-1
  • Cat. No. CS-0038408
  • Purity ≥97%
  • MDL No. MFCD16657937
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClN₃
  • Molecular Weight 167.60
  • Synonym(s) 6-chloro-1-methylimidazo[4,5-c]pyridine
  • SMILES CN1C=NC2=CN=C(C=C21)Cl

Description

6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine is a heterocyclic scaffold featuring a chlorine substituent at the 6-position and a methyl group at nitrogen-1. This electron-deficient imidazopyridine core offers enhanced stability and facilitates direct functionalization in transition-metal-catalyzed coupling reactions. Its bench-stable nature enables straightforward handling under standard conditions.

Application

6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical research. The chloro group enables palladium-catalyzed cross-coupling reactions, while the methylated imidazopyridine core provides structural rigidity and favorable pharmacophore properties. This compound exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      64-18-6
    • 6-Chloro-N4-methylpyridine-3,4-diamine|CS-0753976
      87034-76-2
    • ~%
    • In-stock
      6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine|CS-0038408
      7205-46-1

    References

    • GALAPAGOS NV; MENET, Christel; SCHMITT, Benoît; GENEY, Raphaël; DOYLE, Kevin; PEACH, Joanne; PALMER, Nicholas; JONES, Graham; HARDY, David; DUFFY, James Patent: WO2013/117649 A1, 2013 ; Location in patent: Paragraph 00265-00267 ;
  • Route2
    • null|null
      64-18-6
    • 6-Chloro-N4-methylpyridine-3,4-diamine|CS-0753976
      87034-76-2
    • null|null
      149-73-5
    • ~%
    • In-stock
      6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine|CS-0038408
      7205-46-1

    References

    • GALAPAGOS NV; MENET, Christel Jeanne Marie; SCHMITT, Benoît Antoine; GENEY, Raphaël Jean Joël; DOYLE, Kevin James; PEACH, Joanne; PALMER, Nicholas John; JONES, Graham Peter; HARDY, David; DUFFY, James Edward Stewart Patent: WO2013/117645 A1, 2013 ; Location in patent: Paragraph 00314 ;
  • Route3

    References

    • GALAPAGOS NV; MENET, Christel; SCHMITT, Benoît; GENEY, Raphaël; DOYLE, Kevin; PEACH, Joanne; PALMER, Nicholas; JONES, Graham; HARDY, David; DUFFY, James Patent: WO2013/117649 A1, 2013 ;

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   30.71
  • LogP   1.6217
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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