Potassium Carbonate → HCID 11949850, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-[1-benzyl-4-(hydroxymethyl)piperidin-4-yl]-4-[3-(2-methylpyrrolidin-1-yl)propoxy]benzamide ax62 (0.46 g, 0.98 mmol) in dichloromethane (10 ml) is cooled at 0° C. and diethylaminosulfur trifluoride (180 μl, 1.47 mmol) is added. After stirring at 20° C. for 1.5 hours, the reaction mixture is cooled to 0° C. and another portion of diethylaminosulfur trifluoride (40 μl, 0.33 mmol) is added. This is repeated once more with another portion of 20 μl. Potassium carbonate (0.203 g, 1.47 mmol) is then added to the mixture, which is stirred at room temperature for 30 minutes. The mixture is then washed with a saturated solution of sodium bicarbonate, and the aqueous layer is extracted again with dichloromethane. The combined organic extracts are dried over magnesium sulfate, filtered and concentrated under reduced pressure to give 0.453 g of an orange oil, which is purified by chromatography over silicagel (dichloromethane/methanol/ammonia 94:5.4:0.6) to give 0.17 g of 8-benzyl-2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-3-oxa-1,8-diazaspiro[4.5]dec-1-ene 30.

Provenance & Evidence