Acetate-hydrochloric acid → HCID 178432627, compound

Participants

Reaction Steps

2-(4-Iodo-2-methoxy-pyridin-3-yl)-4-methyl-5-phenyl-imidazol-1-ol (0.093 g, 0.228 mmol) was reacted as described for the synthesis of 4-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-3-(4-ethyl-5-phenyl-1H-imidazol-2-yl)-1H-pyridin-2-one except that the compound was first treated with titanium(III) chloride and then hydrochloric acid/acetic acid. The title material was obtained (0.013 g, 14%) as a brown solid. HPLC 90.4% (220 nm), LCMS (+ESI, M+H+) m/z 421; IR ν (cm−1): 3276, 2920, 1643; HRMS calcd for C23H22N4O2Cl=421.1431, found: 421.1409; 1H NMR (400 MHz, methanol-d4) δ (ppm): 2.54 (3H, g), 3.64 (1H, dd, J=13.5 and 7.1 Hz), 3.70 (1H, dd, J=13.5 and 5.1 Hz), 4.97 (1H, t, J=5.8 Hz), 6.25 (1H, d, J=7.5 Hz), 7.21-7.68 (1OH, m), 7.71 (1H, d, J=8.0 Hz).

Provenance & Evidence