Ammonium Chloride → 5-Chloro-4-(2-chloropyridin-4-yloxy)-2-fluorobenzenamine

Participants

Reaction Steps

A mixture of 2-chloro-4-(2-chloro-5-fluoro-4-nitrophenoxy)pyridine (1.306 g, 4.31 mmol) and NH4Cl (2.305 g, 43.1 mmol) in THF (108 mL) and MeOH (108 mL) was treated with zinc dust (2.82 g, 43.1 mmol) and stirred at RT for 1 h. The solids were removed via filtration through diatomaceous earth and the filtrate concentrated under reduced pressure to afford 5-chloro-4-((2-chloropyridin-4-yl)oxy)-2-fluoroaniline (100% yield assumed) as a brown solid which was used without purification. MS (ESI) m/z: 273.0 (M+H+).

Provenance & Evidence