反应详情

温度

0 °C

To a solution containing 4-aminoquinaldine (74 mg, 0.46 mmol) in anhydrous THF (5.0 Ml) was added triethylamine (0.2 Ml, 1.4 mmol). The solution was cooled to 0° C. followed by the addition of triphosgene (45.0 mg, 0.18 mmol). The reaction mixture was stirred at 0° C. for 10 minutes before the addition of a solution of 4-chloro-3-(2-dimethylamino-ethoxy)aniline (100.0 mg, 0.46 mmol, for its synthsis see Steps 1-3 for Example 1) in THF (2 MI). The ice bath was removed and the mixture was heated at 65° C. for 2 hours before it was poured into a mixture of CH2Cl2/MeOH (20 Ml, 7:1 ratio). The resulting mixture was washed with 10% sodium bicarbonate (aq. 15.0 Ml). The organic layer was dried over MgSO4 and concentrated. The oily residue was chromatographed over silica gel (eluent: 20% MeOH in EtOAc) to give the desired product as an off-white solid (82.0 mg, 45% yield). The compounds of Example 15 and 16 were synthesized in the same manner as for Example 2.

1. customThe ice bath was removed
2. temperaturethe mixture was heated at 65° C. for 2 hours before it
3. additionwas poured into a mixture of CH2Cl2/MeOH (20 Ml, 7:1 ratio)
4. washThe resulting mixture was washed with 10% sodium bicarbonate (aq. 15.0 Ml)
5. dry with materialThe organic layer was dried over MgSO4
6. concentrationconcentrated
7. customThe oily residue was chromatographed over silica gel (eluent: 20% MeOH in EtOAc)