Sodium hydride → HCID 86676372, compound

Participants

Reaction Steps

To a suspension of NaH (0.532 g, 13.30 mmol) in N, N-dimethylformamide (6 ml) was added 2,4,6-trichloropyrimidine (1.057 g, 5.76 mmol) at 0° C. The reaction mixture was stirred for 5 min at room temperature, and then dropwise was added to a solution of 5-(hydroxymethyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile (1.3 g, 4.43 mmol) in N, N-dimethylformamide (6 ml). The reaction mixture was stirred for another 1 h at room temperature. Then, the reaction mixture was quenched with water and the solution was purified with reverse phase column chromatography (120 g) using water/MeCN as eluent to afford 5-(((2,6-dichloropyrimidin-4-yl)oxy)methyl)-2-(3-(trifluoromethyl)phenoxy)benzonitrile (1.4 g, 3.18 mmol, 71.7% yield).

Provenance & Evidence