Methyl iodide → 5-[(2-Methoxy-6-methylpyridin-4-yl)oxy]-N-methyl-2-nitroaniline

Participants

Reaction Steps

A solution of 6-methyl-4-[3-(methylamino)-4-nitrophenoxy]pyridin-2-ol produced in Example (17a) (7.85 g, 18.7 mmol), methyl iodide (4.66 mL, 74.8 mmol) and silver carbonate (10.32 g, 37.4 mmol) in chloroform (100 mL) was stirred in a nitrogen atmosphere at room temperature for five days. The insoluble matter was separated by filtration and the filtrate was concentrated under reduced pressure. Then, the residue was purified by silica gel chromatography (hexane/ethyl acetate, 5:1) to obtain the title compound (4.87 g, 90%) as a yellow solid.

Provenance & Evidence