5-Fluoronicotinic Acid → 2-Chloro-5-fluoronicotinic acid

Participants

Reaction Steps

Into a 200 mL round bottomed flask, 2,6-dichloro-5-fluoronicotinic acid (1 g), methanol (10 mL), triethylamine (0.96 g) and 5% Pd/calcium carbonate (one poisoned by lead) (107 mg) were charged under cooling with ice and stirred at room temperature for one hour in a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated to obtain a crude product (1.3 g). The concentrated filtrate was analyzed by HPLC and found to be a mixture comprising 26% of the title compound, 57% of 2,6-dichloro-5-fluoronicotinic acid and 17% of 5-fluoronicotinic acid.

Provenance & Evidence