Dimethylformamide → HCID 86592080, compound

Participants

Reaction Steps

A solution of 4-butoxy-3{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinecarboxylic acid (4.46 g, 10 mmol), N,O-dimethylhydroxyamine hydrochloride (1.17 g, 12 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.30 g, 12 mmol), 1-hydroxybenzotriazole (1.84 g, 12 mmol) and triethylamine (1.7 ml, 12 mmol) in N,N-dimethylformamide (10 ml) was stirred at room temperature for 2 h. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting crystals were recrystallized from ethyl acetate-diisopropyl ether to give tert-butyl(4butoxy-2-isobutyl-6-{[methoxy(methyl)amino]carbonyl}-1-oxo-1,2-dihydro-3-isoquinolinyl)methylcarbamate (4.15 g, 84.9%) as crystals.

Provenance & Evidence