HCID 71074017, compound → HCID 53372240, compound

Participants

Reaction Steps

Ethyl 4-{[5-(1-cyclopropyl-1H-indol-5-yl)-4,6-difluoro-1H-benzimidazol-2-yl]oxy}cyclohexanecarboxylate (0.046 g, 0.96 mmol) was dissolved in 1 mL of THF and treated with 37 mg of KOTMS (0.037 g, 0.288 mmol). The reaction mixture was stirred at ambient temperature overnight. The mixture was then diluted with EtOAc and washed with 2 N HCl. The aqueous layer was separated and further extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated to give the title compound. LCMS: calculated for C25H23F2N3O3 451.46, observed m/e 451.92 (MAI)+ (Rt 2.42/4 min). 1H NMR (500 MHz, CD3OD): δ7.62 (d, 1H), 7.56 (brs, 1H), 7.25-7.20 (m, 2H), 7.00-6.92 (br, 1H), 6.42 (d, 1H), 4.92 (m, 1H), 3.41 (m, 1H), 2.37 (m, 1H), 2.34-2.27 (m, 2H), 2.15-2.07 (m, 2H), 1.73-1.55 (m, 4H), 1.13-1.08 (m, 2H), 1.03-0.98 (m, 2H).

Provenance & Evidence