Triethylamine → HCID 66743627, compound

Participants

Reaction Steps

A mixture of 3-(propylamino)-5-(pyridin-4-yl)thiophene-2-carboxylic acid (0.477 g, 1.82 mmol), ammonium chloride (0.974 g, 18.2 mmol), triethylamine (2.56 mL, 18.2 mmol) and DMF (11 mL) was stirred for 5 min. Then, 1-hydroxybenzotriazole (0.743 g, 5.50 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.05 g, 5.50 mmol) were added and stirring was continued for 3 days. The mixture was then poured into sat. aqueous sodium hydrogen carbonate (100 mL) and water (60 mL). Extraction with ethyl acetate-tetrahydrofuran (3:1, 2×100 mL), washing with sat. aqueous sodium hydrogen carbonate and brine, drying over magnesium sulfate, filtration and concentration at reduced pressure gave a yellow solid. This solid was triturated with dichloromethane, and the precipitate was collected by filtration to afford the title compound (0.374 g, 79%) as a yellow solid:

Provenance & Evidence