反应详情

The starting material 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline was obtained by heating a solution of 4-hydroxy-6-methoxy-7-(2-methoxyethoxy)cinnoline (7.8 g, 0.031 mol) in thionyl chloride (130 ml) containing DMF (0.8 ml) at 80° C. for 2 hours. After dilution with toluene, the mixture was evaporated to dryness. The resulting solid was filtered off, washed with ether, and then dissolved in ethyl acetate. The ethyl acetate solution was washed with saturated aqueous sodium hydrogen carbonate solution and then brine, dried (MgSO4) and the solvent evaporated. The residue was purified by flash chromatography using methylene chloride/ethyl acetate (1/9) as eluent to give 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (6.2 g, 74%).

1. customAfter dilution with toluene, the mixture was evaporated to dryness
2. filtrationThe resulting solid was filtered off
3. washwashed with ether
4. dissolutiondissolved in ethyl acetate
5. washThe ethyl acetate solution was washed with saturated aqueous sodium hydrogen carbonate solution
6. dry with materialbrine, dried (MgSO4)
7. customthe solvent evaporated
8. customThe residue was purified by flash chromatography