反应详情

温度

80 °C

A solution of tert-butyl 4-{[6-bromo-2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-1-oxo-1,2-dihydroisoquinolin-4-yl]sulfanyl}piperidine-1-carboxylate (Example 58c, 0.248 g) in DMF (4 mL) was treated with N-cyclopropyl-3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.124 g), Pd-118 (0.007 g) and potassium carbonate (0.107 g). The reaction was stirred at 80° C. for 6 h. The reaction mixture was partitioned between ethyl acetate and water. The aqueous was extracted with ethyl acetate (2×100 mL), and the combined organics were washed with water (3×100 mL) and brine (3×100 mL). The organics were dried (MgSO4), filtered, and evaporated under reduced pressure. The crude product was purified (SiO2 chromatography, eluting with 10-50% ethyl acetate/isohexane) to afford the subtitle compound (0.123 g).

1. customThe reaction mixture was partitioned between ethyl acetate and water
2. extractionThe aqueous was extracted with ethyl acetate (2×100 mL)
3. washthe combined organics were washed with water (3×100 mL) and brine (3×100 mL)
4. dry with materialThe organics were dried (MgSO4)
5. filtrationfiltered
6. customevaporated under reduced pressure
7. customThe crude product was purified
8. wash(SiO2 chromatography, eluting with 10-50% ethyl acetate/isohexane)