反应详情

Sodium hydride (95 mg of a 60% suspension in paraffin oil, 2.4 mmol) was added to a solution of 5-fluoro-1-diethoxymethyloxindole (520 mg, 2.05 mmol) and 4-chloro-6-methoxy-7-(2-methoxyethoxy)quinazoline (220 mg, 0.82 mmol), (prepared as described for the starting material in Example 2), in THF (20 ml). After stirring for 2 hours at ambient temperature, the volatiles were removed by evaporation. The residue was partitioned beween methylene chloride and water, the organic layer was washed with water and then brine, dried (MgSO4) and the solvent evaporated. The residue was purified by flash chromatography using an increasingly polar mixture of methylene chloride/ethyl acetate (100/0 to 0/100) as eluent to give 4-(5-fluoro-1-diethoxymethyloxindol-3-yl)-6-methoxy-7-(2-methoxyethoxy)quinazoline (300 mg, 68%) as a yellow solid.

1. custom(prepared
2. customthe volatiles were removed by evaporation
3. customThe residue was partitioned beween methylene chloride and water
4. washthe organic layer was washed with water
5. dry with materialbrine, dried (MgSO4)
6. customthe solvent evaporated
7. customThe residue was purified by flash chromatography
8. additionan increasingly polar mixture of methylene chloride/ethyl acetate (100/0 to 0/100) as eluent