反应详情

温度

65 °C

A mixture of 3-(chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride (0.10 mmol), 1H-imidazole (0.20 mmol, 2.0 eq) in AcCN (1 ml) was heated at 65° C. overnight. The mixture was basified with sat. NaHCO3 (5 ml), extracted with ethyl acetate or CH2Cl2 (2×5 ml). The combined organic solution was dried with Na2SO4, evaporated under vacuum. The product was purified by silica gel column chromatography (12 g silica gel RediSep column, eluted first with 10% ethyl acetate in hexane, then 20-50% acetone in hexane), to afford the product as a white solid. The product shows up as violet spot on TLC plate under UV light. m/e+ 303.4 for C19H19N4 (M+H)+; 1H-NMR (400 MHz, CDCl3, δ) 7.60-7.50 (m, 5H), 7.26 (d, J=8.065 Hz, 2H), 7.11 (m, 2H), 6.883 (s, 1H), 5.51 (s, 2H), 2.39 (s, 3H), 2.285 (s, 3H) ppm; 13C-NMR (100 MHz, CDCl3, δ), 146.681, 144.944, 138.582, 136.512, 130.787, 130.484, 129.832, 128.937, 128.330, 123.341, 120.710, 118.845, 117.396, 112.315, 40.969, 21.512, 18.608 ppm.

1. extractionextracted with ethyl acetate or CH2Cl2 (2×5 ml)
2. dry with materialThe combined organic solution was dried with Na2SO4
3. customevaporated under vacuum
4. customThe product was purified by silica gel column chromatography (12 g silica gel RediSep column
5. washeluted first with 10% ethyl acetate in hexane