Reaktion #426853

Reaktionsgleichung

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

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was purged twice with nitrogen
2. 2
   Temperaturheated
3. 3
   Temperaturat reflux overnight
4. 4
   Filtrationfiltered through Celite
5. 5
   Waschenthe solids were washed with EtOAc (20 mL)
6. 6
   EinengenThe filtrate was concentrated
7. 7
   Sonstigethe crude material was purified by silica gel chromatography (EtOAc/Hexane 1:6)

Vorschrift

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.

Quelle