反应详情

1-{2-[(3S,4S)-3-(Aminomethyl)-4-hydroxy-1-pyrrolidinyl]ethyl}-7-fluoro-1,5-naphthyridin-2(1H)-one (110 mg, 0.359 mmol) and 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carboxaldehyde (for a synthesis see WO2004058144, Example 2(c) or WO03/087098, Example 19(d)) (65 mg; 0.395 mmol) were combined in anhydrous DCM (ml) and anhydrous MeOH (1 ml) with a spatula of solid sodium carbonate. The reaction mixture was stirred under nitrogen for 18 h then sodium triacetoxyborohydride (239 mg, 1.08 mmol) was added and stirred for 1 h. The reaction mixture was concentrated and purified to obtain the free base of the title compound as a pale yellow oil (46 mg, 28%) after column chromatography (90:10:1: DCM:MeOH:NH4OH).

1. stirringstirred for 1 h
2. concentrationThe reaction mixture was concentrated
3. custompurified