反应详情

To a solution of 6-[1-(2-amino-ethyl)-1,2,3,4-tetrahydro-[1,7]naphthyridin-5-yl]-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride (example 12, 0.037 g, 0.099 mmol) in dry DMF (1.5 mL) were added TBTU ((O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate) 0.038 g, 0.119 mmol), Hünig's base (0.032 g, 0.248 mmol) and propionic acid (0.015 g, 0.198 mmol) and the reaction mixture was stirred at room temperature over night. Then, the reaction mixture was diluted with EtOAc, poured into sat. NaHCO3 solution (5 mL) and extracted with EtOAc (2×10 mL). Combined organics were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography eluting with a 0 to 10% MeOH (1% NH4OH)-DCM gradient to give the title compound (0.023 g, 59%) as a yellow solid. MS: 393.2 (M+H+).

1. extractionextracted with EtOAc (2×10 mL)
2. dry with materialCombined organics were dried over Na2SO4
3. filtrationfiltered
4. customevaporated to dryness
5. customThe residue was purified by silica gel flash chromatography
6. washeluting with a 0 to 10% MeOH (1% NH4OH)-DCM gradient