1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 68984501, compound

Participants

Reaction Steps

A mixture of N-cyclopropyl-N-piperidin-4-yl-3-trifluoromethyl-benzenesulfonamide (400 mg, 1.15 mmol), 2-tert-butoxycarbonylamino-3-m-tolyl-propionic acid (334 mg, 1.2 mmol), 1-hydroxybenzotriazole hydrate (HOBt, 50 mg, 0.37 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 218 mg, 1.15 mmol), and DMF (5 mL) was shaken at room temperature for 8 hours. The reaction mixture was poured into 20 mL of ethyl acetate, washed with 5 mL of 2N HCl solution, saturated NaHCO3 (20 mL), water (10 mL), and brine (10 mL). The organic layer was concentrated under vacuum and purified by column (silica gel, EtOAc/hexane 1/1) to afford the intermediate [2-{4-[cyclopropyl-(3-trifluoromethylbenzenesulfonyl)-amino]piperidin-1-yl}-1-(3-methylbenzyl)-2-oxo-ethyl]carbamic acid tert-butyl ester as colorless oil (600 mg, yield 85%).

Provenance & Evidence