Реакция #426853

Уравнение реакции

8-bromo-2-(2,2-dimethyl-1,3-dioxolan-4-yl)quinoline

tert-butyl piperidin-4-ylmethylcarbamate

Cs2CO3

→

final product

tert-butyl(1-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

Растворители

toluene

Условия реакции

Обработка

1. 1
   ДругоеThe reaction was purged twice with nitrogen
2. 2
   Температураheated
3. 3
   Температураat reflux overnight
4. 4
   Фильтрацияfiltered through Celite
5. 5
   Промывкаthe solids were washed with EtOAc (20 mL)
6. 6
   КонцентрированиеThe filtrate was concentrated
7. 7
   Другоеthe crude material was purified by silica gel chromatography (EtOAc/Hexane 1:6)

Методика

To 8-bromo-2-(2,2-dimethyl-1,3-dioxolan-4-yl)quinoline (101 mg, 0.328 mmol) in toluene (1.3 mL) was added tert-butyl piperidin-4-ylmethylcarbamate (84.3 mg, 0.393 mmol), Pd(OAc)2 (7.3 mg, 0.033 mmol), Binap-rac (25 mg, 0.039 mmol) and Cs2CO3 (235 mg, 0.721 mmol). The reaction was purged twice with nitrogen and heated at reflux overnight. The reaction mixture was cooled to ambient temperature and filtered through Celite, and the solids were washed with EtOAc (20 mL). The filtrate was concentrated, and the crude material was purified by silica gel chromatography (EtOAc/Hexane 1:6) provided final product.

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