反应详情

To a stirred solution of 1-(4-bromophenyl)-2-[3-fluoro-4-(methylsulfonyl)phenyl]-5-methyl-1H-pyrrole (0.318 g, 0.78 mmol, Example 35, step 3) in 1,4-dioxane (12 mL) was added 4-(tributylstannyl)thiazole (0.35 g, 0.94 mmol), lithiun chloride (0.083 g, 1.95 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.090 g, 0.078 mmol) at room temperature under nitrogen. The mixture was heated at reflux temperature for 3.5 hours. After cooling, volatiles were removed by evaporation. The residue was redissolved in ethyl acetate (30 mL) and the whole washed with water and brine. After dried over MgSO4 and concentration in vacuo. The crude mixture was purified by flash chromatography eluting with hexane/ethyl acetate (3/1). The resulting solid was recrystallized from ethyl acetate-hexane to give the title compound (0.221 g, 68.8% yield).

1. temperatureThe mixture was heated
2. temperatureat reflux temperature for 3.5 hours
3. temperatureAfter cooling
4. customvolatiles were removed by evaporation
5. dissolutionThe residue was redissolved in ethyl acetate (30 mL)
6. washthe whole washed with water and brine
7. dry with materialAfter dried over MgSO4 and concentration in vacuo
8. customThe crude mixture was purified by flash chromatography
9. washeluting with hexane/ethyl acetate (3/1)
10. customThe resulting solid was recrystallized from ethyl acetate-hexane