反应详情

A mixture of 1-[2-(4-amino-1-piperidinyl)ethyl]-7-fluoro-1,5-naphthyridin-2(1H)-one dihydrochloride (141 mg, 0.388 mmol) in chloroform (5 ml) and MeOH (0.1 ml) was treated with triethylamine (156 μl, 1.130 mmol) and stirred for 0.25 h before addition of [1,3]oxathiolo[5,4-c]pyridine-6-carbaldehyde (for a synthesis see WO2004058144, Example 61) (59 mg, 0.353 mmol). The reaction was stirred for 0.5 h before addition of NaBH(OAc)3 (224 mg, 1.058 mmol). The reaction was stirred for 0.5 h before addition of sat. aq NaHCO3 (50 ml). The reaction was then extracted with 20% MeOH in DCM (3×200 ml). The combined organic phases were dried, evaporated and the crude residue purified by chromatography on silica gel using a 0-20% MeOH/DCM gradient to provide the free base of the title compound (110 mg, 64%).

1. extractionThe reaction was then extracted with 20% MeOH in DCM (3×200 ml)
2. customThe combined organic phases were dried
3. customevaporated
4. customthe crude residue purified by chromatography on silica gel using a 0-20% MeOH/DCM gradient