Iodoethane → methyl 5-chloro-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzoate

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of methyl 5-chloro-2-methyl-3-((tetrahydro-2H-pyran-4-yl)amino)benzoate (0.5 g, 1.76 mmol) in dry CAN (15 mL), cesium carbonate (1.2 g, 3.68 mmol) and ethyl iodide (2.7 g, 17.3 mmol) were added and the resulting reaction mixture was heated at 80° C. for 18 h. On completion, the mixture was cooled to room temperature and filtered with the residue washed with ethyl acetate. The filtrate was concentrated and then purified by column chromatography to afford desired methyl 5-chloro-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzoate (0.180 g, 34%).

Provenance & Evidence