Potassium Carbonate → 2-Chloro-4-(4-methyl-6-nitropyridin-3-yloxy)pyridine

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-fluoro-4-methyl-2-nitropyridine (2.75 g, 17.6 mmol), 4-hydroxy-2-chloropyridine (3.42 g, 26.4 mmol) and K2CO3 (2.44 g, 17.6 mmol) in DMF (40 mL) was heated at 80° C. for 16 h. The mixture was cooled to RT, diluted with water (400 mL) and extracted with EtOAc (3×100 mL). The combined organics were washed with water (100 mL) and 10% aq. LiCl (80 mL), dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 5-((2-chloropyridin-4-yl)oxy)-4-methyl-2-nitropyridine (3.0 g, 64%) as an off-white solid. MS (ESI) m/z: 266.0 (M+H+).

Provenance & Evidence