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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methyl-1H-imidazole

  • CAS No. 25676-75-9

  • Cat. No. CS-W004044
  • Purity≥95%
  • MDL No.MFCD01320501

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

4-Bromo-1-methyl-1H-imidazole|CS-W004044

Structure of 25676-75-9

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General Information

  • CAS No. 25676-75-9
  • Cat. No. CS-W004044
  • Purity ≥95%
  • MDL No. MFCD01320501
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BrN₂
  • Molecular Weight 161.00
  • Synonym(s) 4-Bromo-1-methylimidazole
  • SMILES Cn1cc(nc1)Br

Description

4-Bromo-1-methyl-1H-imidazole features a bromine substituent at the 4-position and a methyl group on the imidazole nitrogen, delivering enhanced reactivity in cross-coupling transformations. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds and serves as a key building block in medicinal chemistry.

Application

4-Bromo-1-methyl-1H-imidazole serves as a versatile building block in medicinal chemistry and catalytic synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the N-methylated imidazole core provides enhanced stability and solubility. The compound functions effectively in Suzuki-Miyaura and Buchwald-Hartwig couplings, offering predictable reactivity and straightforward purification. This makes it a reliable scaffold for constructing functionalized heterocycles in API development and materials science applications.

Synthesis

  • Route1
    • In-stock
      4-Bromo-1H-imidazole|CS-W002226
      2302-25-2
    • null|null
      74-88-4
    • ~%
    • In-stock
      4-Bromo-1-methyl-1H-imidazole|CS-W004044
      25676-75-9

    References

    • WO2011/150156 A2, ; Page/Page column 103 ; WO 2011/150156 A2
  • Route2

    References

    • Borai, M. El; Moustafa, A. H.; Anwar, M.; Hay, F. I. Abdel Polish Journal of Chemistry, 1981 , vol. 55, # 7/8 p. 1659 - 1665
  • Route3

    References

    • Bulletin des Societes Chimiques Belges, , vol. 97, # 8-9 p. 573 - 598

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   17.82
  • LogP   1.1826
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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