2-(4-Chloro-2-methyl-phenoxy)-3-methyl-5-nitropyridine → 2-(4-Chloro-2-methyl-phenoxy)-3-methyl-5-amino-pyridine

Participants

Reaction Steps

2-(4-chloro-2-methyl-phenoxy)-3-methyl-5-nitropyridine (5.8 g, 20.8 mmol) was dissolved in 95% ethanol (50 mL) and treated with 20% palladium hydroxide on carbon (350 mg). The reaction mixture was shaken in a hydrogen atmosphere (40 psi) for 1 hour. The solution was filtered through celite and concentrated in vacuo followed by chromatography on SiO2 using 1:1 ethyl acetate/hexanes as eluent. MS (m/z): 248/250 (M+H)+; C13H13N2OCl requires 248.7.

Provenance & Evidence