Sodium ethoxide → HCID 178422451, compound

Participants

Reaction Conditions

Reaction Steps

To (±)-2-(1-amino-1-(5-bromo-7-methyl-1-tosyl-1H-indol-4-yl)-2,2,2-trifluoroethyl)-1H-benzo[d]imidazole-5-carbonitrile (203 mg, 0.337 mmol) in EtOH (3.3 mL) was added sodium ethoxide (22% solution in EtOH) (2.5 mL, 6.74 mmol) and the mixture was stirred at 60° C. After 3 hours the reaction mixture was purified directly by flash chromatography (0-100% EtOAc in heptanes) to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.61 (br. s., 1H) 11.37 (br. s., 1H) 8.25 (m) 7.94 (m) 7.83-7.90 (m) 7.51-7.61 (m) 7.33 (br. s., 1H) 7.16 (s, 1H) 6.92 (br. s., 1H) 3.22 (s, 2H) 2.46 (d, J=0.51 Hz, 3H). HRMS calcd. for C19H13BrF3N5 (M+H)+ 448.0379. found 448.0389.

Provenance & Evidence