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CS-W001157 4
Total: USD 88.00

6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine

  • CAS No. 42869-47-6

  • Cat. No. CS-0053825
  • Purity≥97%
  • MDL No.None

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

6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine|CS-0053825

Structure of 42869-47-6

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General Information

  • CAS No. 42869-47-6
  • Cat. No. CS-0053825
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrN₃
  • Molecular Weight 212.05
  • Synonym(s) 6-BroMo-2-Methyl-1h-iMidazo[4,5-b]pyridine
  • SMILES CC1=NC2=CC(Br)=CN=C2N1

Description

6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine is a heterocyclic building block featuring a brominated imidazopyridine core with a methyl group at the 2-position. This scaffold offers enhanced reactivity in cross-coupling transformations due to its electron-deficient nature and steric profile. The molecule exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures for medicinal chemistry and materials science applications.

Application

6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine serves as a versatile building block for the synthesis of biologically active heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The methyl group enhances regioselectivity in further functionalization, while the imidazopyridine core provides structural rigidity and favorable pharmacophore properties. Bench-stable and compatible with standard purification methods, it facilitates efficient access to advanced intermediates in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      563-80-4
    • In-stock
      2,3-Diamino-5-bromopyridine|CS-W002619
      38875-53-5
    • ~26%
    • In-stock
      6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine|CS-0053825
      42869-47-6

    References

    • Dubey, Pramod Kumar; Ratnam, C. V. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 10 p. 863 - 865
  • Route2
    • In-stock
      2,3-Diamino-5-bromopyridine|CS-W002619
      38875-53-5
    • null|null
      75-97-8
    • ~32%
    • In-stock
      6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine|CS-0053825
      42869-47-6

    References

    • Dubey, Pramod Kumar; Ratnam, C. V. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 10 p. 863 - 865
  • Route3
    • In-stock
      2,3-Diamino-5-bromopyridine|CS-W002619
      38875-53-5
    • null|null
      103-79-7
    • ~26%
    • In-stock
      6-Bromo-2-methyl-3H-imidazo[4,5-b]pyridine|CS-0053825
      42869-47-6

    References

    • Dubey, Pramod Kumar; Ratnam, C. V. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 10 p. 863 - 865

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   2.02882
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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