反应详情

温度

80 °C

A mixture of tert-butyl 4-[(6-bromo-1-oxo-1,2-dihydroisoquinolin-4-yl)sulfanyl]piperidine-1-carboxylate (Example 58b, 0.353 g) in DMF (5 mL) was treated with (3-bromo-2,2-dimethylpropoxy)(tert-butyl)dimethylsilane (0.452 g) and cesium carbonate (0.785 g). The mixture was stirred at 80° C. for 16 h, then at 90° C. for 16 h. After cooling to room temperature the reaction mixture was partitioned between water (250 mL) and ethyl acetate (3×250 mL). The combined organics were washed with water (3×200 mL) and brine (3×100 mL), dried (MgSO4), filtered and concentrated. The crude product was dissolved in the minimum amount of DCM and purified (SiO2 chromatography, eluting first with isohexane, then 25% diethyl ether/isohexane) to afford the subtitle compound (0.248 g).

1. waitat 90° C. for 16 h
2. temperatureAfter cooling to room temperature the reaction mixture
3. customwas partitioned between water (250 mL) and ethyl acetate (3×250 mL)
4. washThe combined organics were washed with water (3×200 mL) and brine (3×100 mL)
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated
8. dissolutionThe crude product was dissolved in the minimum amount of DCM
9. custompurified (SiO2 chromatography
10. washeluting first with isohexane