Oxalyl chloride → Methyl 2,6-dichloro-5-fluoronicotinate

Participants

Reaction Steps

To a solution of 2,6-dichloro-5-fluoro-nicotinic acid (1.00 g, 4.46 mmol) in methylene chloride is added of oxalyl chloride (50 mL, 0.445 mL, 5.30 mmol) followed by 2 drops of N,N-dimethylformamide. Vigorous bubbling is observed and the mixture is stirred at room temperature for 1 h. The reaction mixture is concentrated under reduced pressure and the residue is taken back up into methylene chloride (50 mL). To the solution is added MeOH (20 mL) and the mixture is stirred at room temperature for 2 h. The reaction mixture is concentrated under reduced pressure to provide 2,6-dichloro-5-fluoro-nicotinic acid methyl ester as an oil.

Provenance & Evidence