2-Fluorophenol → HCID 53724169, compound

Participants

Reaction Steps

To a solution of 3.0 g (16.3 mmol) of methyl (1,3-dimethyl-4-hydroxypyrazol-5-yl)acetate in 80 ml of dimethyl formamide are added 6.9 g (50.0 mmol) of potassium carbonate and 2.7 g (18.0 mmol) of 4,6-dichloropyrimidine. After stirring for 3 hours at room temperature, 2.2 g (20.0 mmol) of 2-fluorophenol are added and stirring is continued for 3 hours at 80°-85° C. Then 300 ml of ice-water are added, followed by extraction with 400 ml of diethyl ether. The organic phase is washed with 2M sodium hydroxide solution, water and sodium chloride solution, dried and concentrated under vacuum. The resultant brown oil is chromatographed over silica gel with tetrahydrofuran/n-hexane (1:1) as eluant, giving methyl {1,3-dimethyl-4-[6-(2-fluorophenoxy)pyrimidin-4-yloxy]pyrazol-5-yl}acetate as a yellow resin: MS: 372 (M+, 80%), 312 (100).

Provenance & Evidence