Sodium Iodide → HCID 86665049, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of (S)-ethyl 6-bromo-4-oxo-1-(piperidin-3-yl)-1,4-dihydro-1,7-naphthyridine-3-carboxylate hydrochloride (Intermediate 62, 1 g, 2.4 mmol, 1 equiv.) in acetonitrile (6 mL) was added 4-(2-chloroethyl)morpholine hydrochloride (447 mg, 2.4 mmol, 1 equiv.) followed by sodium iodide (360 mg, 2.4 mmol, 1 equiv.) and potassium carbonate (1.66 g, 12 mmol, 5 equiv.). This was stirred in the microwave at 120° C. for 30 min. The reaction was cooled to room temperature and diluted with ethyl acetate. The precipitates were removed, and the filtrate was concentrated to provide (S)-ethyl 6-bromo-1-(1-(2-morpholinoethyl)piperidin-3-yl)-4-oxo-1,4-dihydro-1,7-naphthyridine-3-carboxylate as a solid (501.3 mg, 43%). Calcd for C22H29BrN4O4 [M+H]+: 495.07.

Provenance & Evidence