1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59829844, compound

Participants

Reaction Steps

To a solution of 4-[4-(morpholin-4-yl)-phenyl]semicarbazide (IM9-O-01:70.9 mg, 0.3 mmol) and 5-isopropyl-2,4-bis(methoxymethoxy)-benzoic acid (IM3-a:85.3 mg, 0.3 mmol) in dimethylformamide (4 mL), were added N-methylpyrrolidone (0.2 mL), 1-hydroxybenzotriazole monohydrate (60.8 mg, 0.45 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (115.0 mg, 0.6 mmol) successively, and the mixture was stirred at room temperature overnight. The reaction mixture was mixed with ethyl acetate (30 mL) and 5% aqueous sodium hydrogencarbonate (20 mL). The aqueous layer was separated, and extracted with ethyl acetate. The combined organic layers thus obtained were 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=30:1-20:1) to obtain the title compound (IM5-O-a01: colorless syrup, 104.9 mg, 70%).

Provenance & Evidence