Triethylamine → HCID 66743384, compound

Participants

Reaction Steps

A mixture of 3-(methylamino)-5-(pyridin-4-yl)thiophene-2-carboxylic acid (0.342 g, 1.46 mmol), ammonium chloride (0.781 g, 14.6 mmol), triethylamine (2.05 mL, 14.6 mmol) and DMF (8.7 mL) was stirred for 5 min. Then, 1-hydroxybenzotriazole (0.592 g, 4.38 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.840 g, 4.38 mmol) were added and stirring was continued for 3 days. The mixture was poured into a mixture of 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 (0.219 g, 64%) as a yellow solid:

Provenance & Evidence