反应详情

温度

85 °C

After adding 230 mg of 2-hydrazinopyrimidine and 293 μl of triethylamine to a 50 ml DMF solution containing 983 mg of {2-(3-ethoxy-4-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester, the mixture was stirred at 85° C. for 10 hours under a nitrogen atmosphere. The reaction mixture was concentrated, and the residue was dissolved in 30 ml of a methanol:THF=1:1 mixed solvent. After adding 420 μl of acetic acid and 657 mg of sodium cyanotrihydroborate to the reaction mixture, it was stirred at room temperature for 5 hours. Ethyl acetate was added to the reaction mixture which was then filtered through a small amount of NAM silica gel, and the silica gel was washed with ethyl acetate-methanol. The filtrate was concentrated under reduced pressure, and the residue was purified by NAM silica gel column chromatography (methanol-ethyl acetate) to give the title compound (400 mg) as a light yellow solid.

1. concentrationThe reaction mixture was concentrated
2. dissolutionthe residue was dissolved in 30 ml of a methanol
3. additionAfter adding 420 μl of acetic acid and 657 mg of sodium cyanotrihydroborate to the reaction mixture, it
4. stirringwas stirred at room temperature for 5 hours
5. additionEthyl acetate was added to the reaction mixture which
6. filtrationwas then filtered through a small amount of NAM silica gel
7. washthe silica gel was washed with ethyl acetate-methanol
8. concentrationThe filtrate was concentrated under reduced pressure
9. customthe residue was purified by NAM silica gel column chromatography (methanol-ethyl acetate)