Anisole → 4-(5-(pyridin-4-yl)-1H-imidazol-1-yl)phenol

Participants

Reaction Conditions

Reaction Steps

A solution of Preparation 81 (4-(1-(4-(benzyloxy)phenyl)-1H-imidazol-5-yl)pyridine, 2 g, 6.1 mmol) and anisole (13 mL, 122 mmol) in trifluoracetic acid (50 mL) was heated at 75° C. for 24 h. The solvent was removed in vacuo and the residue was purified via silica gel chromatography with chloroform-methanol-ammonium hydroxide (94:5:1) to afford 1.27 g (88%) of the title compound; diagnostic 13C NMR signals (100 MHz, CDCl3) δ 158.402, 149.145, 141.061, 138.018, 120.600, 129.822, 127.482, 127.370, 121.933, 116.497; MS (AP/Cl) 238.3 (M+H)+.

Provenance & Evidence