Reaktion #217846

Reaktionsgleichung

6-[(7-hydroxyquinolin-4-yl)oxy]-N,2-dimethyl-1-benzofuran-3-carboxamide

2-(bromomethyl)oxirane

K2CO3

→

N,2-dimethyl-6-({7-[(2-oxo-1,3-dioxolan-4-yl)methoxy]quinolin-4-yl}oxy)-1-benzofuran-3-carboxamide

Ausbeute 50.4%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was then extracted with EtOAc
2. 2
   SonstigeThe concentrated residue was purified by silica gel column chromatography

Vorschrift

A solution of 6-[(7-hydroxyquinolin-4-yl)oxy]-N,2-dimethyl-1-benzofuran-3-carboxamide 110-A13(500mg, 1.43 mmol), 2-(bromomethyl)oxirane (286mg, 2.1 mmol) and K2CO3 (386mg, 2.8 mmol) in DMF(15 mL) was stirred at 90° C. for 3h. The mixture was then extracted with EtOAc. The concentrated residue was purified by silica gel column chromatography using 0-5% MeOH/CH2Cl2 to give N,2-dimethyl-6-({7-[(2-oxo-1,3-dioxolan-4-yl)methoxy]quinolin-4-yl}oxy)-1-benzofuran-3-carboxamide 110 (323 mg).

Quelle