反应详情

To a solution of 6-fluoro-4-methylpyridine-3-carboxylic acid (4.94 g, 31.8 mmol), cyclopropylmethanol (3.78 mL, 47.8 mmol) and N,N-dimethylpyridin-4-amine (778 mg, 6.37 mmol) in DMF (30 mL) was added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (6.71 g, 35.0 mmol), and the mixture was stirred for 3 days. The reaction mixture was diluted with ethyl acetate, and the mixture was washed with 10% aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solution was purified by basic silica gel column chromatography (ethyl acetate). The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 to 3:1) to give the title compound (3.86 g, yield 58%).

1. washthe mixture was washed with 10% aqueous potassium carbonate solution and saturated brine
2. dry with materialdried over anhydrous sodium sulfate
3. customThe solution was purified by basic silica gel column chromatography (ethyl acetate)
4. customThe solvent was evaporated under reduced pressure
5. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1 to 3:1)