preparation | 5-chloro -7-azafindole was added to 10mL dichloromethane, 4.2mL glacial acetic acid was slowly added dropwise at 0 ℃, and stirred for 20min. Then 5.6g(37mmol) of liquid bromine was dissolved in 20mL of dichloromethane, then dropped into the reaction system one by one, and reacted at 0 ℃ for 2 hours. Thin layer chromatography tracks and detects the reaction progress until the reaction is stopped when no reactants are found. TLC detects (methanol developing agent) and the product Rf = 0.57. After the reaction is completed, add saturated sodium sulfite aqueous solution to the reaction system until the starch KI test paper remains blue. Concentrate dichloromethane, add 20mL of water, add NaOH at 0 ℃ to adjust to pH>13, spin dry the solvent of the reaction mixture, dissolve with dichloromethane, wash with purified water twice, dry the organic phase with anhydrous sodium sulfate, separate the mixture by silica gel column chromatography, and dry the product in vacuum to obtain 3-bromo -5-chloro-1H-pyrrolo [2,3-B] pyridine. |