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CS-W001157 4
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Methyl 2-bromo-1-methyl-1H-imidazole-4-carboxylate

  • CAS No. 1467728-93-3

  • Cat. No. CS-0473444
  • Purity≥97%
  • MDL No.MFCD31544064

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

Methyl 2-bromo-1-methyl-1H-imidazole-4-carboxylate|CS-0473444

Structure of 1467728-93-3

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General Information

  • CAS No. 1467728-93-3
  • Cat. No. CS-0473444
  • Purity ≥97%
  • MDL No. MFCD31544064
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O₂
  • Molecular Weight 219.04
  • Synonym(s) 1H-IMIDAZOLE-4-CARBOXYLIC ACID, 2-BROMO-1-METHYL-, METHYL ESTER
  • SMILES COC(=O)C1N=C(Br)N(C)C=1

Description

Methyl 2-bromo-1-methyl-1H-imidazole-4-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a brominated imidazole core and ester functionality. This electrophilic scaffold integrates readily into cross-coupling reactions, enabling efficient access to functionalized imidazolyl derivatives for medicinal chemistry and materials science applications.

Application

Methyl 2-bromo-1-methyl-1H-imidazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi transformations, while the methyl imidazole core provides structural rigidity and polarity useful in medicinal chemistry scaffolds. Bench-stable and readily purified by flash chromatography, it functions as a key intermediate in the construction of bioactive imidazoles and pharmaceutical candidates requiring selective substitution patterns.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   44.12
  • LogP   0.9692
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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