1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3,5-dichloro-4-{[4-(cyclopropylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-1-yl]carbonyl}-N-[2-(dimethylamino)ethyl]benzamide

Participants

Reaction Steps

To a stirred solution of 3,5-dichloro-4-{[4-(cyclopropylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-1-yl]carbonyl}benzoic acid (40 mg, 0.095 mmol), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (22 mg, 0.115 mmol) and 15 mg 1-hydroxybenzotriazole (15 mg, 0.115 mmol) in dimethylformamide, was added N,N-dimethylethane-1,2-diamine (8.4 mg, 0.095 mmol). The resulting reaction mixture was stirred at room temperature for about 16 hours. The reaction mixture was poured drop wise into ie-cooled saturated aquoeus sodium bicarbonate solution. The precipitated solid was filtered, washed with water and dried under vacuum. The solid thus obtained was triturated with diethyl ether, filtered and dried to get 3,5-dichloro-4-{[4-(cyclopropylcarbonyl)-1H-pyrrolo[3,2-c]pyridin-1-yl]carbonyl}-N-[2-(dimethylamino)ethyl]benzamide (11 mg, 25%).

Provenance & Evidence