Dichloromethane → HCID 59517293, compound

Participants

Reaction Steps

To 50 ml of a dichloromethane solution containing 3.7 g of 3-benzyl-5-(N′-t-butoxycarbonylhydrazino)-3H-imidazole-4-carboxylic acid ethyl ester, 20 ml of trifluoroacetic acid was added. The resulting mixture was stirred at room temperature for 4 hours, and 100 ml of toluene was added thereto. The mixture was concentrated under reduced pressure. The residue was dissolved in 400 ml of ethyl acetate, and the solution was washed with 200 ml of a 2 N sodium hydroxide solution. The aqueous layer was extracted with 200 ml of ethyl acetate, and the organic layers were combined and dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol-ethyl acetate) to give the title compound (1.65 g) as a light yellow solid.

Provenance & Evidence