8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine → (+/-)-Phenylmethyl[(cis-4-fluoro-1-{2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-pyrrolidinyl)methyl]carbamate

Participants

Reaction Steps

To a stirred solution of 8-ethenyl-7-fluoro-2-(methyloxy)-1,5-naphthyridine (0.26 g, 1.28 mmole) in EtOH (5 mL) was added (±)-phenylmethyl {[cis-4-fluoro-3-pyrrolidinyl]methyl}carbamate (0.32 g, 1.28 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 (0.20 g, 34%) as a light yellow foam: LC-MS (ES) m/e 457 (M+H)+.

Provenance & Evidence