N-(4-chloro-2-fluoro-5-nitrophenyl)acetamide → N-(5-amino-4-chloro-2-fluorophenyl)acetamide

Participants

Reaction Steps

To a supension of the title compound of Step A (116 g, 500 mmol) in 500 mL of ethyl acetate was added 3.63 g of iridium (5%) on charcoal. The hydrogenation was performed at 4 bar of hydrogen pressure in an autoclave for 4.5 h at 60° C. The reaction was then filtered and the solvent removed under reduced pressure. Drying of the crystalline product yielded the title compound of Step B (99.4 g, 98%) melting at 142-143° C. 1H NMR (CDCl3) δ 7.9 (d, 1H), 7.3-7.2 (br s, 1H), 7.1-7.0 (s, 2H), 2.2-2.1 (s, 3H).

Provenance & Evidence