Ethyl bromopyruvate → HCID 69416371, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,4-dichloro-N-(4-chloro-phenyl)-benzamidine I-7a (34 g, 113.5 mmol) and sodium bicarbonate (19.1 g, 227 mmol) in 2-propanol (600 ml) was treated with 3-bromo-2-oxo-propionic acid ethyl ester (20 ml, 158.9 mmol). The reaction mixture was heated to 85° C. overnight, and the solvent was removed in vacuo. The residue was partitioned between methylene chloride and water, and the layers were separated. The organic phase was dried over anhydrous magnesium sulfate and concentrated. The residue was triturated with ether/hexanes (1:3), and the yellow solid, 1-(4-chloro-phenyl)-2-(2,4-dichloro-phenyl)-4-hydroxy-4,5-dihydro-1H-imidazole-4-carboxylic acid ethyl ester I-7b (45 g, 96%), was collected by filtration.

Provenance & Evidence