Hydrochloric Acid → HCID 22176330, compound

Participants

Reaction Steps

To a mixture of tert-butyl[6-(hydroxymethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.33 g, 0.75 mmol), triethylamine (0.18 mL, 1.1 mmol), N,N,N′,N′-tetramethyletylenediamine (0.011 mL, 0.075 mmol), toluene (6 mL) and tetrahydrofuran (6 mL) was added dropwise a solution of methanesulfonyl chloride (0.088 mL, 1.1 mmol) in toluene, (4 mL) under ice-cooling. The mixture was stirred under ice-cooling for 30 min, the reaction mixture was poured into 0.1N hydrochloric acid (50 mL) and extracted with ethyl acetate (50 mL). The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give (3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-6-yl)methyl methanesulfonate (0.39 g, 100%) as colorless powder.

Provenance & Evidence