反应详情

To a stirred solution of methyl 3-amino-5-(pyridin-4-yl)thiophene-2-carboxylate (1.21 g, 5.00 mmol) in DMF (25 mL) was added sodium hydride (60%, 0.220 g, 5.50 mmol). After 10 min, iodoethane (0.44 mL, 5.5 mmol) was added and stirring was continued for 4 h. The mixture was poured into water (60 mL) and sat. aqueous sodium hydrogen carbonate (60 mL). Ethyl acetate (120 mL) and THF (60 mL) were added to the mixture for extraction and the insoluble precipitate was removed by filtration. The organic layer was washed with brine, dried over magnesium sulfate, filtrated and concentrated at reduced pressure. The obtained residue was purified by column chromatography (Combiflash, 40 g silica gel, hexanes to 30:70 hexanes/ethyl acetate) to afford the title compound (0.636 g, 48%) as an orange solid:

1. waitwas continued for 4 h
2. customthe insoluble precipitate was removed by filtration
3. washThe organic layer was washed with brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltrated
6. concentrationconcentrated at reduced pressure
7. customThe obtained residue was purified by column chromatography (Combiflash, 40 g silica gel, hexanes to 30:70 hexanes/ethyl acetate)