Etodolac → HCID 86623041, compound

Participants

Reaction Steps

In 4 ml of dichloromethane, 178.8 mg (1.02 mmol) of Boc-aminopropanol, 293.8 mg (1.02 mmol) of etodolac (manufactured by Wako Pure Chemical Industries) and 23.8 mg (0.20 mmol) of DMAP were dissolved, and 2 ml dichloromethane solution of 233.8 mg (1.22 mmol) WSCI.HCl was added thereto under ice-cooling, followed by stirring overnight while gradually returning to room temperature. Further under ice-cooling, 2 ml dichloromethane solution of 68.8 mg (0.36 mmol) WSCI.HCl was added thereto, followed by stirring for 80 minutes while gradually returning to room temperature. Ethyl acetate was added thereto, followed by separation by washing twice with 5% aqueous citric acid solution, twice with 5% aqueous sodium hydrogen carbonate solution and with saturated brine consecutively. After dehydration drying with sodium sulfate, ethyl acetate was evaporated under reduced pressure. The thus obtained residue was purified by silica gel column chromatography to give 436.3 mg (96%) of the titled compound. The structure was identified by 1H-NMR.

Provenance & Evidence