反应详情

To a solution of 2-(hydroxymethyl)-5-(4-methoxybenzyloxy)pyridin-4(1H)-one (Intermediate 62, 3.48 g, 13.32 mmol) in DMF (100 mL) at room temperature was added 4-methoxybenzyl chloride (1.987 mL, 14.65 mmol) followed by potassium carbonate (2.273 mL, 39.96 mmol). The reaction mixture was stirred for 1 hour at room temperature then heated at 80° C. for 1.5 hours. The reaction mixture was cooled to room temperature, poured into water and extracted twice with ethyl acetate. The combined extracts were washed with water and brine. The ethyl acetate layer was concentrated to afford an oil. To the oil was added 1N HCl and a light brown solid crashed out. This was collected by filtration. The solid was taken up in ethyl acetate and washed with saturated sodium bicarbonate. The organics were dried over magnesium sulfate, filtered and concentrated to afford the title compound as a brown solid (2.62 g, 52%).

1. temperaturethen heated at 80° C. for 1.5 hours
2. temperatureThe reaction mixture was cooled to room temperature
3. extractionextracted twice with ethyl acetate
4. washThe combined extracts were washed with water and brine
5. concentrationThe ethyl acetate layer was concentrated
6. customto afford an oil
7. filtrationThis was collected by filtration
8. washwashed with saturated sodium bicarbonate
9. dry with materialThe organics were dried over magnesium sulfate
10. filtrationfiltered
11. concentrationconcentrated