Potassium Carbonate → Ethyl 4-((5-chloro-6-methoxypyridin-3-yloxy)methyl)-2,5-difluorobenzoate

Participants

Reaction Steps

To a solution of 5-chloro-6-methoxypyridin-3-ol (Preparation 56, 98 mg, 0.612 mmol) in acetone (10 mL) were added ethyl 4-(bromomethyl)-2,5-difluorobenzoate (Preparation 19, 171 mg, 0.612 mmol) and potassium carbonate (170 mg, 1.224 mmol). The mixture was stirred for 18 hours at room temperature under a nitrogen atmosphere. The reaction mixture was diluted with water (20 mL), and extracted with DCM (2×30 mL). Combined organic extracts were dried over sodium sulphate, and evaporated to a yellow solid. The solid was purified by silica gel chromatography eluting with DCM/heptanes (3:2) to afford the title compound as a white solid (112 mg, 51%).

Provenance & Evidence