tert-Butyl [5-({2-[(tert-butoxycarbonyl)amino]-5-cyanophenyl}ethynyl)pyridin-3-yl]carbamate → tert-Butyl [5-(2-{2-[(tert-butoxycarbonyl)amino]-5-cyanophenyl}ethyl)pyridin-3-yl]carbamate

Participants

Reaction Steps

Into a reaction flask were added tert-butyl [5-({2-[(tert-butoxycarbonyl)amino]-5-cyanophenyl}ethynyl)pyridin-3-yl]carbamate (0.94 g, 2.2 mmol), methanol (50 mL), and 10% palladium on carbon (0.40 g, 0.38 mmol). The mixture was hydrogenated at 60 psi for 6 hours. After filtration to remove the catalyst, the mixture was concentrated under vacuum to give the desired product as an off-white powder (0.94 g, 99%). LCMS for C24H31N4O4 (M+H)+: m/z=439.2.

Provenance & Evidence