反应详情

To a round-bottomed flask with stir bar was added 1-(4-amino-2-hydroxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol (1 g, 3.5 mmol) followed by dichloroethane (20 mL) and pyridine (3 mL). To the stirred suspension was added acetyl chloride (0.27 mL, 1.1 equivalents) and the reaction was stirred at ambient temperature for 30 min. The solvent was evaporated under reduced pressure to afford a solid. The product was isolated by two purifications by prep HPLC (ISCO Combiflash Separation System, Biotage Si 40+M column, eluted with a gradient of 0-7% methanol in dichloromethane with 1% ammonium hydroxide) to provide [4-amino-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-2-yl]methyl acetate as an off white solid (130 mg), mp 203-205° C.; MS (ESI) m/z 329 (M+H); Anal. Calcd for C17H20N4O3.0.25CH4O: C, 61.59; H, 6.29; N, 16.66. Found C, 61.24; H, 6.22; N, 16.97.

1. stirringthe reaction was stirred at ambient temperature for 30 min
2. customThe solvent was evaporated under reduced pressure
3. customto afford a solid
4. customThe product was isolated by two purifications by prep HPLC (
5. customISCO Combiflash Separation System, Biotage Si 40+M column
6. washeluted with a gradient of 0-7% methanol in dichloromethane with 1% ammonium hydroxide)