Reacción #1605839

Ecuación de reacción

hexyl chloroformate

dehydro-aripiprazole

potassium tert-butoxide

2-methyltetrahydrofuran

→

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

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred for a further 4 h
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   SecadoThe organic phase was dried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Otroevaporated
6. 6
   OtroThe residue was further purified on silica eluting with ethyl acetate/tetrahydrofuran
7. 7
   workup.ADDITIONthe major product containing fractions
8. 8
   Otroevaporated
9. 9
   Otroto give a yellow solid
10. 10
    OtroThis was triturated in heptane (30 mL) for 2.5 h
11. 11
    Filtraciónfiltered
12. 12
    Otrodried
13. 13
    Otroto give Compound-328 (1.55 g) as a white solid

Procedimiento

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.

Fuente