Sodium hydride → HCID 90013565, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(2-bromopyridin-3-yl)-1-phenylethanol (2.5 g, 9.0 mmol) in anhydrous DMF (10 mL) was added dropwise to a suspension of sodium hydride (60% dispersion in mineral oil, 0.54 g, 13 mmol) in anhydrous DMF (10 mL) at 0° C., and the resulting mixture was stirred for 30 min. Methyl bromoacetate (1.03 mL, 10.7 mmol) was added, and the contents were warmed to 23° C. and stirred for 30 min, then partitioned between ethyl acetate and water (2×). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by flash chromatography on silica gel eluting with 20% ethyl acetate in petroleum ether to give the title compound. MS: m/z=352.0 (M+1).

Provenance & Evidence