Sodium ethoxide → HCID 178429692, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(2,2,2-trifluoro-1-hydroxy-1-(7-methyl-5-(methylsulfonyl)-1-tosyl-1H-indol-4-yl)ethyl)-1H-benzo[d]imidazole-5-carbonitrile (187 mg, 0.310 mmol) in EtOH (3103 μL) was added sodium ethoxide (21% in EtOH, 2.3 mL, 6.21 mmol) and the mixture was stirred at 60° C. After 2 hours the reaction was cooled to room temperature and stirred overnight. The mixture was concentrated and then purified directly by flash chromatography (0-100% EtOAc in heptanes) to provide the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.64-12.79 (m, 1H) 11.60 (br. s., 1H) 8.38-8.49 (m) 8.05 (s, 1H) 7.97-8.03 (m) 7.89 (m) 7.58-7.66 (m, 1H) 7.48-7.55 (m) 7.18-7.32 (m, 1H) 5.61 (br. s., 1H) 3.52 (s, 3H) 2.57 (s, 3H). HRMS calcd. for C20H16F3N4O3S (M+H)+ 449.0895. found 449.0889.

Provenance & Evidence