8-Ethenyl-2-methoxy-1,5-naphthyridine → phenylmethyl[((3S,4S)-4-hydroxy-1-{2-[6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-pyrrolidinyl)methyl]carbamate

Participants

Reaction Steps

To a stirred solution of 8-ethenyl-2-(methyloxy)-1,5-naphthyridine (4.2 mmole) in EtOH (5 mL) was added phenylmethyl {[(3R,4S)-4-hydroxy-3-pyrrolidinyl]methyl}carbamate (1.05 g, 4.2 mmole). After 24 h at 80° C. the reaction contents were purified on silica (CHCl3/MeOH, 9:1 containing 5% NH4OH) affording the title compound (1.46 g, 80%) as a light yellow foam: LC-MS (ES) m/e 437 (M+H)+.

Provenance & Evidence