Potassium Carbonate → HCID 59452678, compound

Participants

Reaction Steps

5-Fluoro-2-nitrophenyl 2,2,2-trifluoroethyl ether (1.48 g, 6.19 mmol) was dissolved in 30 mL of DMSO with K2CO3 (1.11 g, 8.03 mmol) and 4-hydroxypiperidine (0.657 g, 6.50 mmol). The reaction was stirred for 2.5 days and quenched with H2O. The mixture was poured into EtOAc and H2O. The layers were separated, and the organic layer was washed with H2O (2×) and brine. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography to afford 1.83 g (92%) of the title compound of step B. 1H NMR (400 MHz, DMSO-d6) δ 7.85 (d, J=9.5 Hz, 1H), 6.63 (dd, J=9.5, 2.4 Hz, 1H), 6.55 (d, J=2.4 Hz, 1H), 4.88 (q, J=8.8 Hz, 2H), 4.72 (d, J=4.2 Hz, 1H), 3.65-3.84 (m, 3H), 3.16 (ddd, J=13.3, 9.8, 2.9 Hz, 2H), 1.74 (br. s., 2H), 1.28-1.43 (m, 2H).

Provenance & Evidence