تفاعل #1605833

معادلة التفاعل

aripiprazole

triethylamine

ethyl isocyanate

→

7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-N-ethyl-3,4-dihydro-2-oxoquinoline-1(2H)-carboxamide

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was quenched with water
2. 2
   استخلاصextracted with dichloromethane (3×20 mL)
3. 3
   غسيلwashed with saturated aqueous sodium hydrogen carbonate (20 mL) and brine (20 mL)
4. 4
   تجفيفdried over MgSO4
5. 5
   تركيزconcentrated
6. 6
   أخرىThe product was purified by column chromatography on silica eluting with 0-3% methanol in 1:1 ethyl acetate to dichloromethane
7. 7
   أخرىThe product was triturated in heptane
8. 8
   أخرىto remove aliphatic impurities
9. 9
   ترشيحfiltered
10. 10
    أخرىdried
11. 11
    workup.DISSOLUTIONThe material was dissolved in ethyl acetate
12. 12
    غسيلwashed with saturated aqueous sodium hydrogen carbonate (6×15 mL)
13. 13
    أخرىto afford Compound-72 (0.482 g) as a pink solid

الإجراء التجريبي

To a solution of aripiprazole (1.5 g, 3.35 mmol) in dichloromethane (33 mL) was added triethylamine (0.56 mL, 4.01 mmol) and ethyl isocyanate (0.53 mL, 6.69 mmol). The reaction was stirred at room temperature for 5 days. The reaction was quenched with water and extracted with dichloromethane (3×20 mL). The organics were combined, washed with saturated aqueous sodium hydrogen carbonate (20 mL) and brine (20 mL), dried over MgSO4 and concentrated. The product was purified by column chromatography on silica eluting with 0-3% methanol in 1:1 ethyl acetate to dichloromethane. The product was triturated in heptane to remove aliphatic impurities and then filtered and dried. The material was dissolved in ethyl acetate and washed with saturated aqueous sodium hydrogen carbonate (6×15 mL) to afford Compound-72 (0.482 g) as a pink solid.

المصدر