反应详情

In a 25 mL round bottom flask, 8-(3-chloro-propoxy)-5,6-dihydro-3H-benzo[f]cinnolin-2-one (100 mg, 0.34 mmol), benzenesulfonate (R)-2-methyl-pyrrolidinium (168 mg, 0.68 mmol), potassium carbonate (190 mg, 1.36 mmol), and potassium iodide (1 mg, 0.006 mmol) in acetonitrile (10 mL) was heated to reflux 14 h. The reaction was cooled and the solvent concentrated under vacuum. The slurry was partitioned between methylene chloride and water, and then washed with water 3 times. The organics were chromatographed through silica gel with methylene chloride/methanol (95:5) eluent to produce 10 mg (9%). Mp 225° C. (dec.). MS m/z 340 (M+H).

1. temperatureto reflux 14 h
2. temperatureThe reaction was cooled
3. concentrationthe solvent concentrated under vacuum
4. customThe slurry was partitioned between methylene chloride and water
5. washwashed with water 3 times
6. customThe organics were chromatographed through silica gel with methylene chloride/methanol (95:5) eluent
7. customto produce 10 mg (9%)