Sodium borohydride → HCID 86680619, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(5-(4-fluorophenyl)pyridin-2-yl)ethanone (0.75 g, 3.48 mmol) in MeOH (20 mL) was added NaBH4 (0.264 g, 6.97 mmol) and the contents stirred at 0-5° C. for 2 h. The mixture was diluted with ethyl acetate (150 mL) and then washed with ammonium chloride solution (2×50 mL) and brine solution (2×100 mL). The organic layer was dried over sodium sulphate and distilled off to obtain the crude compound. The crude product was purified by flash chromatography (230-400; 35% ethyl acetate in hexane) to afford 1-(5-(4-fluorophenyl)pyridin-2-yl)ethanol (0.45 g, 60% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.74 (s, 1H), 8.03 (dd, 1H), 7.74 (t, 2H), 7.56 (d, 1H), 7.30 (t, 2H), 5.35 (d, 1H), 4.74 (q, 1H), 1.38 (d, 3H); LC-MS m/z calcd for [M+H]+ 218.25. found 218.0.

Provenance & Evidence