Cesium carbonate → HCID 178429110, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-(1-amino-1-(5-cyano-1H-benzo[d]imidazol-2-yl)ethyl)-5-(difluoromethoxy)-7-methyl-1H-indole-1-carboxylate (77 mg, 0.160 mmol) in MeOH (1.6 mL) at room temperature, Cs2CO3 (261 mg, 0.8 mmol) was added and the reaction was stirred at 60° C. After 1 hour the reaction mixture was loaded directly onto a silica gel column and purified by flash chromatography (0-100% EtOAc in heptanes) to provide the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.19 (br. s., 1H) 7.96 (br. s., 1H) 7.58 (br. s., 1H) 7.50 (dd, J=8.21, 1.39 Hz, 1H) 7.28 (t, J=2.91 Hz, 1H) 6.70 (s, 1H) 6.66 (t, J=75.3 Hz, 1H) 6.45 (br. s., 1H) 2.45 (d, J=0.76 Hz, 3H) 2.00 (s, 3H). HRMS calcd. for C20H17F2N5O (M+H)+ 382.1474. found 382.1486.

Provenance & Evidence