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Methyl 4-bromo-1H-imidazole-2-carboxylate

  • CAS No. 1622843-37-1

  • Cat. No. CS-0150749
  • Purity≥95%
  • MDL No.MFCD27922785

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

Methyl 4-bromo-1H-imidazole-2-carboxylate|CS-0150749

Structure of 1622843-37-1

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General Information

  • CAS No. 1622843-37-1
  • Cat. No. CS-0150749
  • Purity ≥95%
  • MDL No. MFCD27922785
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂O₂
  • Molecular Weight 205.01
  • Synonym(s) 4-bromo-2-(methoxycarbonyl)-1H-imidazole
  • SMILES COC(=O)C1=NC(=CN1)Br

Description

Methyl 4-bromo-1H-imidazole-2-carboxylate is a bench-stable, moisture-tolerant imidazole derivative featuring a bromine atom at the C4 position and a methyl ester group at C2. This combination enables direct functionalization in cross-coupling reactions and facilitates downstream derivatization in heterocyclic synthesis. The electron-deficient imidazole core supports nucleophilic substitution and metal-catalyzed transformations.

Application

Methyl 4-bromo-1H-imidazole-2-carboxylate serves as a versatile building block for the synthesis of imidazole-based pharmaceuticals and agrochemicals. Its bromine substituent enables facile palladium-catalyzed cross-coupling reactions, while the ester group offers compatibility with standard functional group manipulations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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