反应详情

To dry tetrahydrofuran was added 40 mg of 60% sodium hydride, and under ice-cooling, 200 mg of 5-(3,5-dichlorophenylthio)-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (101b)was added. After 20 minutes, 136 μl of 1-bromo-3-phenylpropane was added. After stirred at room temperature for 3 hours, the mixture was diluted with water and extracted with diethyl ether. The extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. To thus-obtained oil were added 10 ml of ethanol and 20 ml of 36% hydrochloric acid, and the mixture was stirred at 90° C. for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, an aqueous sodium hydrogen carbonate solution was added, and extracted with ethyl acetate. The extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:1)to give 80 mg of Compound I-122 (yield 40%).

1. temperatureunder ice-cooling
2. extractionextracted with diethyl ether
3. dry with materialThe extract was dried over sodium sulfate
4. distillationthe solvent was distilled off under reduced pressure
5. customTo thus-obtained oil
6. stirringthe mixture was stirred at 90° C. for 2 hours
7. customAfter completion of the reaction
8. distillationthe solvent was distilled off under reduced pressure
9. additionan aqueous sodium hydrogen carbonate solution was added
10. extractionextracted with ethyl acetate
11. dry with materialThe extract was dried over sodium sulfate
12. distillationthe solvent was distilled off under reduced pressure
13. customThe residue was purified by silica gel chromatography (hexane