反应详情

温度

80 °C

A mixture of 5-iodo-6-methyl-N-[4-(methylsulfonyl)benzyl]-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (Example 1 (d), 0.0413 g, 0.07 mmol), furan-3-boronic acid (0.009 g, 0.08 mmol), Pd(PPh3)4 (0.004 g, 3.46 nmol), DME (2 ml) and Na2CO3 (2 ml, 2M) was vigorously stirred under nitrogen in a sealed vial at 80° C. for 2 h. Another portion of furan-3-boronic acid (0.005 g) and Pd(PPh3)4 (0.004 g) was added and the reaction was allowed to go for another hour. The mixture was allowed to cool, and was then partitioned between EtOAc and water. The organic phase was collected and the aqueous phase was extracted with another portion of EtOAc (10 ml). The combined organic phases were washed with water, brine, and dried over Na2SO4. Filtration and evaporation gave a crude oil which was purified on silica (heptane:EtOAc 2:1 to 1:1 to 1:2), which after evaporation of pure fractions gave 0.023 g (62%) of the title compound as a white solid.

1. waitto go for another hour
2. temperatureto cool
3. customwas then partitioned between EtOAc and water
4. customThe organic phase was collected
5. extractionthe aqueous phase was extracted with another portion of EtOAc (10 ml)
6. washThe combined organic phases were washed with water, brine
7. dry with materialdried over Na2SO4
8. filtrationFiltration and evaporation
9. customgave a crude oil which
10. customwas purified on silica (heptane:EtOAc 2:1 to 1:1 to 1:2), which
11. customafter evaporation of pure fractions