3-Chloro-4-fluoroaniline → HCID 59799399, compound

Participants

Reaction Steps

A solution of 3-(3-bromopropoxy)isoxazole-5-carboxylic acid (130 mg, 0.054 mmol) and 3-chloro-4-fluoroaniline (78 mg, 0.054 mmol) in pyridine (2.0 mL) was stirred at room temperature until totally dissolved. The solution was cooled to −30° C. (acetonitrile/ice) and phosphoryl chloride (240 μL, 2.6 mmol) was added dropwise. The mixture was stirred for 1 h in the ice bath. The mixture was diluted with toluene before evaporation in vacuo. The crude was purified by reverse phase chromatography to give the desired product (79 mg, 39%). MF=C13H12BrClFN2O3; LCMS calculated for C13H12BrClFN2O3 (M+H)+: m/z=377.

Provenance & Evidence