Methanol → 2-((S)-1-tert-butoxycarbonylamino-ethyl)-3H-imidazole-4-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (S)-tert-butyl 1-(5-(trifluoromethyl)-1H-imidazol-2-yl)ethylcarbamate (200 mg, 716 μmol) in methanol (6 mL) was added sodium methoxide (77.4 mg, 1.43 mmol). The mixture was heated in microwave at 100° C. for 60 min. The mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate, then washed saturated aqueous sodium carbonate, brine, then dried (sodium sulfate), filtered and concentrated in vacuo to give 2-((S)-1-tert-butoxycarbonylamino-ethyl)-3H-imidazole-4-carboxylic acid methyl ester (154 mg, 80%) as a yellow solid. This was used directly in the next step without further purification. LCMS, [M+H]=270.

Provenance & Evidence