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

Participants

Reaction Steps

Into the reaction flask was added tert-butyl [5-({5-amino-2-[(tert-butoxycarbonyl)amino]phenyl}ethynyl)pyridin-3-yl]carbamate (1.5 g, 3.5 mmol) and methanol (30 mL) and 10% palladium on carbon (0.15 g, 0.14 mmol). The reaction mixture was hydrogenated at 25 psi for 2 h. The mixture was filtered and concentrated to give the desired product (1.4 g, 92%). LCMS for C23H33N4O4 (M+H)+: m/z=429.1.

Provenance & Evidence