2-(Dimethylamino)ethanol → HCID 86673050, compound

Participants

Reaction Steps

To a cold solution of triphenylphosphine (110 mg, 0.41 mmol) in tetrahydrofuran (3 ml) under argon were successively added 2-dimethylamino-ethanol (30 μl, 0.27 mmol), a solution of diethylazodicarboxylate (40% in toluene, 190 μl, 0.41 mmol) and 6-hydroxy-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (100 mg, 0.27 mmol). The solution was stirred at room temperature for 18 hours. The mixture was poured onto a saturated solution of sodium hydrogenocarbonate and extracted three times with dichloromethane. The organic layers were washed with brine, dried over sodium sulfate and concentrated to dryness to yield 2-isoquinolin-3-yl-6-(morpholin-4-yl-methyl)-chromen-4-one O-tert-butyl oxime (30 mg, 22%) as a yellow solid after purification by flash chromatography over silica gel (dichloromethane/methanol: 0-20%)

Provenance & Evidence