Isoamylamine → HCID 178489056, compound

Participants

Reaction Steps

A solution of 2-(2-(5-methoxy-7-methyl-1-tosyl-1H-indol-4-yl)propan-2-yl)-1H-benzo[d]imidazole-5-carbonitrile (43 mg, 0.086 mmol) and KOH (48.4 mg, 0.862 mmol) and isoamylamine (150 μL, 1.29 mmol) in EtOH (1.2 mL) was heated at 100° C. under microwave irradiation for 2 h. The reaction mixture was loaded onto silica gel and was purified by silica gel flash chromatography (0-50% EtOAc:DCM), and then SFC using a 2-ethylpyridine column with 12% MeOH+0.2% DEA in CO2. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.19 (s, 1H) 10.88 (br. s., 1H) 8.08 (m) 7.66-7.76 (m) 7.37-7.53 (m) 7.04-7.18 (m, 1H) 6.73 (s, 1H) 5.89 (m) 5.83 (m) 3.45 (m) 3.43 (m) 2.43 (s, 3H) 1.90 (s, 6H). HRMS calcd. for C21H20N4O (M+H)+ 345.1715. found 345.1724.

Provenance & Evidence