Реакция #1605840

Уравнение реакции

dehydro-aripiprazole

triethylamine

diethyl carbamoyl chloride

→

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

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   ДругоеThe reaction was quenched with water (50 mL)
2. 2
   Экстракцияextracted with dichloromethane (2×100 mL)
3. 3
   СушкаThe combined organics were dried (MgSO4)
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеThe crude product was purified by column chromatrography on silica eluting with ethyl acetate to 20% tetrahydrofuran/ethyl acetate
6. 6
   Другоеto give the product
7. 7
   ДругоеThe product was then triturated with heptane
8. 8
   Другоеto remove aliphatic impurities
9. 9
   Другоеdried
10. 10
    Другоеto give Compound-334 (1.54 g) as a light brown oil

Методика

A mixture of dehydro-aripiprazole (1.50 g, 3.36 mmol), triethylamine (1.03 mL, 7.39 mmol), diethyl carbamoyl chloride (1.02 mL) were combined in tetrahydrofuran (30 mL). This was then heated to 100° C. for 6 hours by microwave. The reaction was quenched with water (50 mL) and extracted with dichloromethane (2×100 mL). The combined organics were dried (MgSO4) and concentrated. The crude product was purified by column chromatrography on silica eluting with ethyl acetate to 20% tetrahydrofuran/ethyl acetate to give the product. The product was then triturated with heptane to remove aliphatic impurities and then dried to give Compound-334 (1.54 g) as a light brown oil.

Источник