1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 71061557, compound

Participants

Reaction Steps

To a solution of 3,5-dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)benzoic acid (50 mg, 0.11 mmol) in dimethylformamide (3 mL), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (27.4 mg, 0.14 mmol), 1-hydroxybenzotriazole (19.37 mg, 0.14 mmol) and 3-aminopropane-1,2-diol (13 mg, 0.14 mmol) were added in one lot at room temperature. The resulting reaction mixture was stirred at room temperature for about 5 hours. Saturated aquoues sodium bicarbonate solution (20 mL) was added to quench the reaction mass. The aquoues phase was extracted with ethyl acetate and the combined organic layer dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel (100-200) column chromatography using ethyl acetate and hexane gradient elution to afford 3,5-dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(2,3-dihydroxypropyl)benzamide (30 mg, 51.72%).

Provenance & Evidence