Dichloromethane → HCID 66812294, compound

Participants

Reaction Steps

To a pre-stirred solution of 3-[2-aminomethyl-1-(2-diethylamino-ethyl)-1H-benzoimidazol-5-yl]-acrylic acid methyl ester (61-6, 0.10 g, 0.23 mmol), N,N-diisopropylethylamine (97 μL, 0.58 mmol) and dichloromethane (1.17 mL) was added 2,2-dimethyl-propionyl chloride (34.6 μL, 0.28 mmol) and the resulting reaction mixture was stirred at room temperature for 1 h. When the reaction has completed, ethyl acetate (20 mL) was added to dilute the mixture. The organic contents were washed with saturated sodium hydrogencarbonate (2×20 mL) and brine (2×20 mL), before drying in Na2SO4. The mixture was filtered and concentrated in vacuo. The product 3-{1-(2-diethylamino-ethyl)-2-[(2,2-dimethyl-propionylamino)-methyl]-1H-benzoimidazol-5-yl}-acrylic acid methyl ester (61-7) was obtained in 76.6% (74.1 mg). LCMS m/z: 415 ([M+H]+).

Provenance & Evidence