反应详情

To a solution of 1-[3-(3-bromo-5-methoxy-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone, 5k (0.505 g, 1.02 mmol) in dioxane (15 mL) were added 3-pyridylboronic acid (0.188 g, 1.53 mmol), di-tert-butylphosphine palladium (II) dichloride (35 mg), and a 2 M sodium carbonate solution (1.3 mL, 2.54 mmol), and the mixture was heated at 75° C. for 2 h under an argon atmosphere. The mixture was allowed to cool to rt and water and ethyl acetate were added. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by flash column chromatography (eluent gradient: 50% to 95% EtOAc in heptane) to yield 0.47 g (93%) of title compound 2,2,2-trifluoro-1-[3-(5-methoxy-3-pyridin-3-yl-9H-xanthen-9-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-ethanone, 6k. MS m/z (MH+) 495.1.

1. washThe organic phase was washed with brine
2. dry with materialdried over MgSO4
3. filtrationfiltered
4. concentrationconcentrated
5. customThe residue was purified by flash column chromatography (eluent gradient: 50% to 95% EtOAc in heptane)