Ethanol → tert-Butyl 2-(5-amino-6-methyl-1-oxoisoquinolin-2(1H)-yl)ethyl(methyl)carbamate

Participants

Reaction Conditions

Reaction Steps

A round bottom flask was charged with tert-butyl methyl(2-(6-methyl-5-nitro-1-oxoisoquinolin-2(1H)-yl)ethyl)carbamate (110 mg, 0.00031 mol) and ethanol (5 mL, 0.08 mol), and the solution was heated at 85° C. Ammonium chloride (300 mg, 0.006 mol) in water (2 mL, 0.09 mol) was added followed by iron (200 mg, 0.003 mol) in two portions. The reaction was stirred for 1 hour and poured onto dichloromethane (200 mL) and extracted. The solvent was removed under reduced pressure and the residue was purified by flash chromatography. to afford the desired product as a yellow oil.

Provenance & Evidence