Ammonium Chloride → HCID 86730296, compound

Participants

Reaction Steps

To a solution of 1-(5-bromopyridin-2-yl)-2,2-difluoroethanone (1.0 g, 4.2 mmol) in methanol (10 mL) was added NaBH4 (180 mg, 4.6 mmol) at 0° C. The resulting solution was stirred at ambient temperature for 2 hours before the addition of saturated aqueous NH4Cl (5 mL) at 0° C. Methanol was removed in vacuo, and the resulting aqueous solution was extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound as an off-white solid, which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 8.70 (s, 1H), 7.91 (d, J=6.0 Hz, 1H), 7.52 (d, J=6.0 Hz, 1H), 5.89 (td, J=54.4, 3.9 Hz, 1H), 4.92-4.84 (m, 1H), 4.52 (br, 1H).

Provenance & Evidence