HCID 178461633, compound → HCID 178458281, compound

Participants

Reaction Steps

To a solution of 2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzaldehyde (0.080 g, 0.224 mmol) in THF (6 mL) at −78° C. was added dropwise ethylmagnesium chloride (0.22 mL, 0.673 mmol, 1.0 M solution in THF). After stirring 15 min, the reaction mixture was quenched with brine. The mixture was concentrated, and the residue was purified by chromatography (silica, hexanes: EtOAc, 1:2) to afford the title compound as a off-white solid (0.084 g, 91%). 1H NMR (400 MHz, CD3OD) δ (ppm): 7.64-7.59 (m, 4H), 7.39 (td, 1H, J=8.4 Hz, J=1.6 Hz), 7.29 (td, 1H, J=8.0 Hz, J=1.2 Hz), 7.26-7.20 (m, 5H), 5.45 (s, 2H), 4.67 (t, 1H, J=6.6 Hz), 1.68-1.63 (m, 2H), 0.71 (t, 2H, J=7.6 Hz). Mass Spectrum (LCMS, ESI pos.) Calcd. For C24H22F3N2O2: 427.4 (M+H), Found 427.2.

Provenance & Evidence