反应详情

3.01 g (9.508 mmol) 8-chloro-1-(2-chloro-phenyl)-1H-imidazo[4,5-c]quinoline (Example 25), 1.22 g (11.4 mmol) sodium carbonate and 2.6 g (10.45 mmol) 3-chloroperoxybenzoic acid in 75 ml chloroform are stirred at rt for 5 h. After this time, a further amount of 254 mg of sodium carbonate, 472 mg 3-chloroperoxybenzoic acid and 50 ml chloroform are added and stirring is continued for 2 h at 50° C. The cold solution is washed with sat. sodium bicarbonate solution (2×), 0.1 N sodium thiosulfate (2×) and brine (2×). The organic phase is dried over sodium sulfate and the solvent evaporated. Purification of the title compound is achieved by chromatography (CH2Cl2-methanol 95:5→90:10) and crystallization (ethyl acetate-hexane). mp: 247-250° C.; MS: 330 (M++1); HPLC: tret=11.25 min (Grad 1).

1. washThe cold solution is washed with sat. sodium bicarbonate solution (2×), 0.1 N sodium thiosulfate (2×) and brine (2×)
2. dry with materialThe organic phase is dried over sodium sulfate
3. customthe solvent evaporated
4. customPurification of the title compound
5. customis achieved by chromatography (CH2Cl2-methanol 95:5→90:10) and crystallization (ethyl acetate-hexane)
6. customtret=11.25 min (Grad 1)