Methyl iodide → HCID 178480002, compound

Participants

Reaction Steps

To a stirred solution of 2-tert-butyl-9-fluoro-3,6-dihydro-7H-benzo[h]imidazo[4,5-f]isoquinolin-7-one (40 mg, 0.129 mmol) in dry DMF (1.5 mL) at 0° C. was added NaH (60 wt. %) (6 mg, 0.15 mmol). After stirring for 5 minutes, iodomethane (9 μL, 0.142 mmol) was added, and the reaction mixture was slowly warmed to room temperature over 2 h. The mixture was cooled in ice bath and the reaction was quenched with water. The reaction mixture was diluted with EtOAc, washed with water followed by brine, then dried over Na2SO4. After removal of the solvent the crude was purified by preparative thin layer chromatography (1:9 MeOH:CH2Cl2 as eluent) to obtain the title compound as a mixture of imidazole tautomers.

Provenance & Evidence