1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58504102, compound

Participants

Reaction Steps

To a solution of 4-amino-5-cyano-6-ethoxypicolinic acid (193 mg) in dichloromethane (4 mL) was added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (215 mg), 1-hydroxybenzotriazole hydrate (164 mg), and diisopropylethylamine (813 μL). The mixture was stirred at room temperature for 5 minutes and then tert-butyl 4-(aminomethyl)piperidine-1-carboxylate (200 mg) was added. The reaction mixture was stirred at room temperature for 16 hours. The organic phase was diluted with ethyl acetate, washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:1) to obtain the title compound (252 mg) having the following physical data.

Provenance & Evidence