Methyl iodide → HCID 67257285, compound

Participants

Reaction Steps

To a solution of 2-(2-aminopyrimidin-4-yl)-2-(2-chloro-4-fluorophenoxy)ethanol (21a) (185 mg) in dry tetrahydrofuran under nitrogen atmosphere was added sodium hydride (23 mg, 60% dispersion in oil) and the mixture was stirred at room temperature for 10 minutes, then methyl iodide (0.045 mL) was added. The mixture was stirred at room temperature for an additional for 45 minutes, poured onto sat aq ammonium chloride solution then extracted with ethyl acetate, washed with brine, dried over sodium sulfate and in vacuo. Purification by column chromatography eluting with 10 to 100% ether in heptane afforded the title compound (60 mg) as an oil that solidified upon standing, MS (ES): m/z 298 [M+H]+.

Provenance & Evidence