Hydrochloric Acid → HCID 178498575, compound

Participants

Reaction Conditions

Reaction Steps

4-[4-(morpholin-4-yl)-phenyl]-1-[5-isopropyl-2,4-bis(methoxymethoxy)-benzoyl]semicarbazide (IM5-O-a01: 104.9 mg, 0.209 mmol) was mixed with 5% aqueous sodium hydroxide solution (2 mL) and stirred 105° C. (bath temperature) for 2 hours. Further, potassium hydroxide (100 mg) was added to the reaction mixture and the resulting mixture was stirred at 130° C. (bath temperature) for 3 hours. After cooling to room temperature, the reaction mixture was neutralized with 2 N hydrochloric acid and aqueous sodium hydrogencarbonate, extracted with dichloromethane (50 mL) and dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane: methanol=20:1) to obtain the title compound (IM6-O-a01: colorless syrup, 16.3 mg, 16%).

Provenance & Evidence