反应详情

温度

85 °C

3-Hydrazino-1H-pyrazin-2-one hydrochloride (24 mg) and triethylamine (0.033 ml) were added to 3 ml of a DMF solution containing 70 mg of (2-{3-[2-(t-butyldimethylsilanyloxy)ethoxy]-2-fluoro-5-methoxyphenyl}-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene)carbamic acid methyl ester (Example (200a)). The resulting mixture was stirred at 85° C. for 16 hours and then concentrated under reduced pressure. The residue was dissolved in 5 ml of methanol, and 58 mg of sodium cyanotrihydroborate and 0.056 ml of acetic acid were further added thereto. The mixture was stirred at room temperature for 15 hours. To this reaction mixture, 40 ml of ethyl acetate and 20 ml of water were added. The organic layer was washed with 20 ml of water and then with 20 ml of saturated brine and then dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by NAM silica gel column chromatography (methanol-ethyl acetate) to give the title compound (34 mg).

1. concentrationconcentrated under reduced pressure
2. dissolutionThe residue was dissolved in 5 ml of methanol
3. addition58 mg of sodium cyanotrihydroborate and 0.056 ml of acetic acid were further added
4. stirringThe mixture was stirred at room temperature for 15 hours
5. additionTo this reaction mixture, 40 ml of ethyl acetate and 20 ml of water were added
6. washThe organic layer was washed with 20 ml of water
7. dry with materialwith 20 ml of saturated brine and then dried over anhydrous magnesium sulfate
8. customThe desiccating agent was removed by filtration
9. concentrationthe filtrate was concentrated under reduced pressure
10. customThe residue was purified by NAM silica gel column chromatography (methanol-ethyl acetate)