反应详情

温度

0 °C

To a mixture of 3 (2.90 g, 9.28 mmol), 4-(2-(dimethylamino)ethoxy)benzenamine dihydrochloride (2.58 g, 10.2 mmol), 4-Dimethylaminopyridine (56.7 mg, 0.464 mmol) in CH2Cl2 (100 ml) was added O-Benzotriazoyl-N,N,N′,N′-tetramethyluronium Hexafluorophosphate (3.87 g, 10.2 mmol) under ice cooling, and the mixture was stirred at 0° C. for 10 min. Then N,N-Diisopropylethylamine (4.19 g, 32.4 mmol) was added under ice cooling. The mixture was stirred at 0° C. for 5 min, and at room temperature for 15 h. The reaction was quenched with saturated aqueous NaHCO3 under ice cooling, and the whole was extracted with CHCl3, the organic layer was washed with brine, dried over Na2SO4, and then concentrated. Purification by Biotage (eluent: CH2Cl2 to CH2Cl2/MeOH, 6:1) gave the colorless solid. The solid was triturated with Et2O-hexane to give 4 (65%).

1. stirringThe mixture was stirred at 0° C. for 5 min
2. waitat room temperature for 15 h
3. customThe reaction was quenched with saturated aqueous NaHCO3 under ice cooling
4. extractionthe whole was extracted with CHCl3
5. washthe organic layer was washed with brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated
8. customPurification by Biotage (eluent: CH2Cl2 to CH2Cl2/MeOH, 6:1)
9. customgave the colorless solid
10. customThe solid was triturated with Et2O-hexane