反应详情

2-Amino-3-cyano-6-dimethoxymethylpyridine (39.6 g, 0.2 mol) and 12 ml (0.2 mol) of acetaldehyde were dissolved in 400 ml of acetic acid, and the resulting solution was mixed with 45.5 g (0.2 mol) of sodium triacetoxyborohydride and stirred for 2.5 hours at room temperature. The reaction solution was concentrated under a reduced pressure, diluted with chloroform and then washed with 1 N sodium hydroxide aqueous solution. The organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate was removed by filtration and then the filtrate was concentrated under a reduced pressure. Thereafter, the resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give 33.9 g of 3-cyano-2-ethylamino-6-dimethoxymethylpyridine as an oily material. The yield was 77%.

1. concentrationThe reaction solution was concentrated under a reduced pressure
2. additiondiluted with chloroform
3. washwashed with 1 N sodium hydroxide aqueous solution
4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate
5. customwas removed by filtration
6. concentrationthe filtrate was concentrated under a reduced pressure
7. customThereafter, the resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate)