1-tert-Butyl 3-ethyl 3-cyanoazetidine-1,3-dicarboxylate → 1-Tert-butyl 3-methyl 3-(aminomethyl)azetidine-1,3-dicarboxylate

Participants

Reaction Steps

3-Cyano-azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (7.75 g; 30.5 mmol) in methanol (1000 ml) is combined with wet RaNi (˜28 g) and hydrogenated at room temperature under 1 atm of hydrogen for 2 hours. The reaction mixture is filtered and evaporated to dryness to yield the title compound as light brown resin, which crystallizes slowly (6.8 g; 91%).

Provenance & Evidence