Ethanol → (S)-tert-butyl 3-(5-amino-6-methyl-1-oxoisoquinolin-2(1H)-yl)pyrrolidine-1-carboxylate

Participants

Reaction Steps

A round bottom flask was charged with (S)-tert-butyl 3-(6-methyl-5-nitro-1-oxoisoquinolin-2(1H)-yl)pyrrolidine-1-carboxylate (500.0 mg, 0.001339 mol), ethanol (5 mL, 0.08 mol) and ammonium chloride (716.3 mg, 0.01339 mol) in water (3 mL, 0.2 mol) was added at 85° C. Iron (299 mg, 0.00536 mol) was added in portions and was stirred at that temperature for 30 minutes, poured onto methylene chloride (50 mL) and extracted. The solvent was removed under reduced pressure to afford the pure product as light yellow solid.

Provenance & Evidence