Methyl 3-cyano-4-(isopropylsulfonyl)phenylcarbamate → Methyl 3-(aminomethyl)-4-(isopropylsulfonyl)phenylcarbamate

Participants

Reaction Steps

To 15D (230 mg, 0.82 mmol) in THF (15 mL) was added Raney Ni (cat.) and the mixture was hydrogenated at 60 psi for 6 h. The reaction was filtered and concentrated to provide methyl 3-(aminomethyl)-4-(isopropylsulfonyl)phenylcarbamate (227 mg), which was suspended in ether. A solution of 4N HCl in dioxane (0.5 mL) was added and the reaction was concentrated to provide 15E (265 mg, 100%). LC-MS: 287.38 (M+H)+.

Provenance & Evidence