Реакция #1605834

Уравнение реакции

aripiprazole

triethylamine

benzyl isocyanate

→

N-benzyl-7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-2-oxo-3,4-dihydroquinoline-1(2H)-carboxamide

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThe reaction was quenched with water
2. 2
   Экстракцияextracted with dichloromethane (3×20 mL)
3. 3
   Промывкаwashed with brine (20 mL)
4. 4
   Сушкаdried over MgSO4
5. 5
   Концентрированиеconcentrated
6. 6
   ДругоеThe residue was purified by column chromatography on silica eluting with 0-10% tetrahydrofuran in ethyl acetate
7. 7
   ДругоеThe product was triturated in heptane
8. 8
   Другоеto remove aliphatic impurities
9. 9
   Фильтрацияfiltered
10. 10
    Другоеdried
11. 11
    Другоеto afford Compound-79 (0.575 g) as a colorless solid

Методика

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 benzyl isocyanate (0.82 mL, 6.69 mmol). The reaction was stirred at room temperature for 48 hours. The reaction was quenched with water and extracted with dichloromethane (3×20 mL). The organics were combined, washed with brine (20 mL), dried over MgSO4 and concentrated. The residue was purified by column chromatography on silica eluting with 0-10% tetrahydrofuran in ethyl acetate. The product was triturated in heptane to remove aliphatic impurities and then filtered and dried to afford Compound-79 (0.575 g) as a colorless solid.

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