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Methyl 5-bromo-1H-imidazole-4-carboxylate

  • CAS No. 1093261-46-1

  • Cat. No. CS-0054324
  • Molecule weight205.01
  • Purity≥97%
  • MDL No.None

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

Methyl 5-bromo-1H-imidazole-4-carboxylate|CS-0054324

Structure of 1093261-46-1

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General Information

  • CAS No. 1093261-46-1
  • Cat. No. CS-0054324
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂O₂
  • Molecular Weight 205.01
  • Synonym(s) Methyl 4-bromo-1H-imidazole-5-carboxylate
  • SMILES O=C(C1=C(Br)NC=N1)OC

Description

Methyl 5-bromo-1H-imidazole-4-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a brominated imidazole core. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive imidazoles and pharmaceutical candidates.

Application

Methyl 5-bromo-1H-imidazole-4-carboxylate serves as a versatile building block for the synthesis of imidazole-based pharmaceuticals and agrochemicals. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective transformations. Its bench-stable nature and compatibility with common protecting group strategies make it ideal for iterative synthetic sequences in medicinal chemistry.

Synthesis

  • Route1
    • null|null
      17325-26-7
    • ~70%
    • In-stock
      Methyl 5-bromo-1H-imidazole-4-carboxylate|CS-0054324
      1093261-46-1

    References

    • Journal of Medicinal Chemistry, , vol. 55, # 23 p. 10601 - 10609

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

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Computational Chemistry Data

  • TPSA   54.98
  • LogP   0.9588
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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