1-Hydroxybenzotriazole → HCID 86694687, compound

Participants

Reaction Steps

To a solution of 1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole-5-carboxylic acid (170 mg, 0.69 mmol) in DCM (5 mL) was added 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (190 mg, 1 mmol), HOBt (160 mg, 1 mmol), TEA (0.3 mL) and N-methoxy-methanamine hydrochloride (100 mg, 1 mmol). The mixture was stirred at RT overnight. The mixture was poured into water and extracted with EtOAc. The organics were washed sequentially with water and brine, then dried (Na2SO4). Removal of solvent followed by SiO2 chromatography afforded N-methoxy-N-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole-5-carboxamide (140 mg, 85% yield) as a light yellow oil.

Provenance & Evidence