Imidazole → HCID 131726836, compound

Participants

Reaction Steps

tert-Butyldimethylsilyl chloride (135 mg, 0.9 mmol) was added to a solution of N-(2-hydroxyethyl)benzomorpholine-2-carboxamide (185 mg, 0.83 mmol) and imidazole (61 mg, 0.90 mmol) in DMF (3 ml) while cooling in an ice/water bath. The mixture was allowed to warm to room temperature and stirred for 18 h. The mixture was reduced, taken up in ethyl acetate, washed with 0.3N potassium hydrogen sulphate and brine, filtered through phase separation paper and reduced. Chromatography (70% EtOAc/30% 60-80 petroleum ether) afforded N-(2-(tert-butyldimethylsilyloxyethyl)benzomorpholine-2-carboxamide (230 mg, 82%) as a brown gum.

Provenance & Evidence