Реакция #1605839

Уравнение реакции

hexyl chloroformate

dehydro-aripiprazole

potassium tert-butoxide

2-methyltetrahydrofuran

→

7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2-yl hexyl carbonate

Растворители

water

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirred for a further 4 h
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   СушкаThe organic phase was dried over MgSO4
4. 4
   Фильтрацияfiltered
5. 5
   Другоеevaporated
6. 6
   ДругоеThe residue was further purified on silica eluting with ethyl acetate/tetrahydrofuran
7. 7
   workup.ADDITIONthe major product containing fractions
8. 8
   Другоеevaporated
9. 9
   Другоеto give a yellow solid
10. 10
    ДругоеThis was triturated in heptane (30 mL) for 2.5 h
11. 11
    Фильтрацияfiltered
12. 12
    Другоеdried
13. 13
    Другоеto give Compound-328 (1.55 g) as a white solid

Методика

To a mixture of dehydro-aripiprazole (1.5 g, 3.4 mmol), potassium tert-butoxide (0.75 g, 6.7 mmol) and 2-methyltetrahydrofuran (30 mL) at 0° C. was added hexyl chloroformate (1.32 mL, 8.1 mmol). The reaction mixture was stirred for 2 h, allowed to self warm to room temperature and stirred for a further 4 h. The reaction mixture was then diluted with water and extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered and evaporated. The residue was further purified on silica eluting with ethyl acetate/tetrahydrofuran and the major product containing fractions evaporated to give a yellow solid. This was triturated in heptane (30 mL) for 2.5 h, filtered and dried to give Compound-328 (1.55 g) as a white solid.

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