1,4-Cyclohexadiene → HCID 71074017, compound

Participants

Reaction Steps

To a solution of ethyl 4-{[1-(biphenyl-4-ylmethyl)-5-(1-cyclopropyl-1H-indol-5-yl)-4,6-difluoro-1H-benzimidazol-2-yl]oxy}cyclohexane-carboxylate (0.080 g, 0.124 mmol) and Pd(OH)2 (0.023 g, 0.032 mmol) in 1.65 mL of EtOAc and 0.83 mL of EtOH was added 1,4-cyclohexadiene (0.300 mL, 3.19 mmol). The resulting black suspension was microwaved at 130° C. for 2 h, then filtered through a Celite™ pad, and washed with 100% EtOAc. The resulting filtrate was concentrated in vacuo. Purification of the resulting crude residue by preparative TLC (40% EtOAc/hexanes) afforded the title compound. LCMS: calculated for C27H27F2N3O3 479.52, observed m/e 480.1 (M+11)+ (Rt 2.58/4 min).

Provenance & Evidence