反应详情

To a mixture of 4-(cyclohexylmethyl)-5-{2-[4-(3-nitrophenyl)piperazin-1-yl]ethyl}-2,4-dihydro-3H-1,2,4-triazol-3-one (D9; 500 mg, 1.207 mmol) and NaH (60% in mineral oil, 97 mg, 2.412 mmol), DMF (20 mL) was added and the slurry was stirred at room temperature for 10 min. Methyl iodide (0.226 mL, 3.621 mmol) was added and the reaction mixture was stirred at room temperature for 2.5 hrs. The reaction was quenched with water (3 mL) and the solvents were removed in vacuo. The resulting yellow solid was triturated with 10% MeOH in AcOEt (250 mL) and the solid filtered. The filtrate was evaporated to afford 1.3 g crude yellow solid which was further purified by flash chromatography (Flash Master, Biotage Isolute SI, 5 g column, gradient AcOEt for 3 min, then 0-10% MeOH in AcOEt for 27 min and 10% MeOH in AcOEt for 15 min) to afford 490 mg (94%) of the title compound as an orange solid.

1. additionwas added
2. stirringthe reaction mixture was stirred at room temperature for 2.5 hrs
3. customThe reaction was quenched with water (3 mL)
4. customthe solvents were removed in vacuo
5. customThe resulting yellow solid was triturated with 10% MeOH in AcOEt (250 mL)
6. filtrationthe solid filtered
7. customThe filtrate was evaporated
8. customto afford 1.3 g crude yellow solid which
9. customwas further purified by flash chromatography (Flash Master, Biotage Isolute SI, 5 g column, gradient AcOEt for 3 min
10. wait0-10% MeOH in AcOEt for 27 min