phenylmethyl [((3R,4R)-4-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl}-3-pyrrolidinyl)methyl]carbamate → 1-{2-[(3R,4R)-3-(Aminomethyl)-4-hydroxy-1-pyrrolidinyl]ethyl}-7-(methyloxy)-1,5-naphthyridin-2(1H)-one

Participants

Reaction Steps

To a solution of phenylmethyl [((3R,4R)-4-hydroxy-1-{2-[7-(methyloxy)-2-oxo-1,5-naphthyridin-1(2H)-yl]ethyl}-3-pyrrolidinyl)methyl]carbamate (0.76 g, 1.68 mmol) in MeOH (10 mL) was added 10% Palladium on carbon (0.20 g) and the resulting solution subjected to H2 at 20 PSI on a Parr shaker for 1 hour. No reaction was observed. The solution was then subjected to H2 at 50 PSI on a Parr shaker. The solution was filtered through a pad of Celite® and concentrated under reduced pressure (0.408 g, 76%).

Provenance & Evidence