8-Ethenyl-7-fluoro-2-(methoxy)-1,5-naphthyridine → (+/-)-(1S,5R,6R)-3-{2-[3-fluoro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-azabicyclo[3.2.0]heptan-6-ol

Participants

Reaction Steps

A solution of (±)-(1S,5R,6R)-3-azabicyclo[3.2.0]heptan-6-ol (700 mg, 6.2 mmol) and 8-ethenyl-7-fluoro-2-(methyloxy)-1,5-naphthyridine (1.3 g, 6.2 mmol) in EtOH (4 mL) were heated at 85° C. After 12 h, the solution was concentrated and the residue purified via column chromatography (silica, 1% MeOH in DCM (1% NH4OH)) yielding the title compound (460 mg, 23%) as a yellow oil: LC/MS (ES) m/e 318 (M+H)+.

Provenance & Evidence