Benzene → N-cyclopropyl-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

Participants

Reaction Steps

0.40 g (0.00128 mol) of 4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-picolinic acid was mixed with 0.3 g (0.00128×2.0 mol) thionyl chloride and then with about 10 ml of benzene and a small amount of DMF, followed by treating the obtained mixture under reflux for about 30 minutes. The reaction solution was concentrated and, thereafter, mixed with methylene chloride and then with 0.18 g (0.00128×2.5 mol) of cyclopropyl amine, followed by stirring at room temperature for about 30 minutes. The reaction solution was distributed in ethyl acetate-saturated sodium bicarbonate water, and washed with saturated brine. The organic phase of the solution was dried with anhydrous sodium sulfate, and concentrated. Thereafter, the concentrated solution was purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

Provenance & Evidence