反应详情

温度

100 °C

A round bottom flask was charged with tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate (2.020 g, 6.09 mmol), (+/−)-2-(((tert-butyldimethylsilyl)oxy)methyl)morpholine (1.692 g, 7.31 mmol), Pd2(dba)3 (0.558 g, 0.609 mmol) and BINAP (0.379 g, 0.609 mmol) in toluene (20.31 ml). The flask was evacuated and purged with nitrogen (4×) and heated at 100° C. 8 h and cooled to room temperature ON. The reaction mixture was diluted with ethyl acetate and vacuum filtered through a pad of Celite. The filtrate was concentrated in vacuo. The crude residue was purified by column chromatography on the ISCO system (80 g, 0-100% EtOAc/CH2Cl2) to provide (+/−)-tert-butyl (3-(2-(((tert-butyldimethylsilyl)oxy)methyl)morpholino)-2-chloro-5-cyanophenyl)carbamate (1.2321 g) as a yellow solid.

1. customThe flask was evacuated
2. custompurged with nitrogen (4×)
3. temperature8 h and cooled to room temperature ON
4. additionThe reaction mixture was diluted with ethyl acetate and vacuum
5. filtrationfiltered through a pad of Celite
6. concentrationThe filtrate was concentrated in vacuo
7. customThe crude residue was purified by column chromatography on the ISCO system (80 g, 0-100% EtOAc/CH2Cl2)