1,4-Cyclohexadiene → HCID 67442362, compound

Participants

Reaction Steps

A suspension of methyl 3-{[5-(biphenyl-4-yl)-1-(biphenyl-4-ylmethyl)-4,6-difluoro-1H-benzimidazol-2-yl]oxy}cyclohexanecarboxylate (0.080 g, 0.127 mmol) and Pearlman's Catalyst (0.016 g, 0.023 mmol) in EtOAc (1.5 ml) and EtOH (0.75 ml) was treated with 1,4-cyclohexadiene (0.24 ml, 2.56 mmol). The resulting reaction mixture was microwaved at 120° C. for 90 minutes and then cooled. The cooled reaction mixture was filtered through a Celite™ pad and the filtrate was removed in vacuo. Purification of the resulting residue by reverse phase HPLC eluting with 50-100% MeCN/H2O afforded the title compound as a white solid. LC-MS: calculated for C27H24F2N2O3 462.18, observed m/e: 463.01.01 (M+H)+ (Rt 2.31/4 min).

Provenance & Evidence