2-nitro-4-tert-butyl-N-(2-oxo-ethyl)-benzamide → 8-tert-Butyl-2-methoxy-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one

Participants

Reaction Steps

70 mg 10 wt % Pd on carbon was wetted with a small amount of methanol under argon. To this was added 717 mg (3 mmol) 2-nitro-4-tert-butyl-N-(2-oxo-ethyl)-benzamide dissolved in 20 mL methanol. The flask was evacuated and the atmosphere replaced with hydrogen gas using a balloon as ballast, and the mixture was hydrogenated for 3 hours. The reaction was filtered through celite under argon, the celite washed with ethyl acetate. Solvent was removed under vacuum to give a solid. NMR and LC/MS shows this to be a mixture of the title compound and 8-tert-Butyl-3,4-dihydro-benzo[e][1,4]diazepin-5-one as a one to one mixture, which was used without purification.

Provenance & Evidence