反应详情

温度

90 °C

To a solution of 4-amino-2-methylquinoline (107) (1.0 g, 6.7 mmol) in anhydrous DMF (60 mL) was added NaH (60% in mineral oil, 0.32 g, 8.0 mmol). The mixture was stirred for 1 hour followed by the addition of 4,6-dichloropyrimidine (106) (1.0 g, 6.7 mmol). The reaction was heated at 90° C. overnight before it was poured into ice water (100 mL). The mixture was extracted with ether (3×100 mL) and the combined organic layers were dried (MgSO4), concentrated under reduced pressure. The residue was purified by flash chromatrography (SiO2, gradient elution, hexanes to 3:1 hexanes/ethyl acetate to 7:3 CH2Cl2/MeOH) to provide 108 (80 mg, 5%) as a white solid.

1. extractionThe mixture was extracted with ether (3×100 mL)
2. dry with materialthe combined organic layers were dried (MgSO4)
3. concentrationconcentrated under reduced pressure
4. customThe residue was purified by flash chromatrography (SiO2, gradient elution, hexanes to 3:1 hexanes/ethyl acetate to 7:3 CH2Cl2/MeOH)