反应详情

A solution of potassium iodide (5.4 g, 32 mmol, 3.9 equiv) and sodium nitrite (1.73 g, 25.1 mmol, 3.00 equiv) in water (10 mL) was added over 5 min to a solution of 8-(4-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine (2.01 g, 8.36 mmol, 1 equiv) and p-toluenesulfonic acid (7.3 g, 38 mmol, 4.6 equiv) in acetonitrile at 24° C. After 19 h, the reaction mixture was diluted with ethyl acetate (250 mL), and the resulting solution was washed sequentially with water (2×120 mL) and saturated aqueous sodium choride solution (120 mL). The collected organic was dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by flash column chromatography (20→30% ethyl acetate in heptane) provided product as a light yellow solid (1.92 g, 65% yield). 1H NMR (400 MHz, CDCl3), δ: 8.46 (dd, J=6.8, 1.0 Hz, 1H), 7.96 (m, 2H), 7.59 (dd, J=7.4, 1.1 Hz, 1H), 7.01-7.06 (m, 3H), 3.86 (s, 3H).

1. washthe resulting solution was washed sequentially with water (2×120 mL) and saturated aqueous sodium choride solution (120 mL)
2. dry with materialThe collected organic was dried over magnesium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customPurification by flash column chromatography (20→30% ethyl acetate in heptane)