Methyl iodide → HCID 86694704, compound

Participants

Reaction Steps

To a solution of tert-butyl (6-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-4-yl)methylcarbamate (300 mg, 0.82 mmol) in DMF (10 mL) at 0° C. was added NaH (60% in mineral oil, 98.4 mg, 2.46 mmol). After stirring at RT for 30 min, CH3I (349 mg, 2.46 mmol) was added and the reaction mixture was stirred at RT overnight and then quenched with H2O at 0° C. The mixture was extracted with EtOAc (100 mL) and the extract washed with H2O (50 mL×3), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by SiO2 chromatography eluting with petroleum ether/EtOAc (1:1) to afford tert-butyl (6-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-4-yl)methyl(methyl)carbamate as yellow oil (310 mg, 99%). MS (ESI): m/z=380.3 [M+1]+.

Provenance & Evidence