反应 #1702115

反应方程式

tert-butyl [3-(aminomethyl)phenyl]carbamate

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

收率 92.3%

tert-Butyl(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)carbamate

收率 92.3%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   其他The reaction was quenched with water
2. 2
   workup.ADDITIONEtOAc was added
3. 3
   其他the layers were separated
4. 4
   萃取The aqueous layer was extracted with EtOAc twice
5. 5
   洗涤The combined organic layers were washed with water and brine successively
6. 6
   干燥dried (Na2SO4)
7. 7
   过滤filtered
8. 8
   浓缩concentrated
9. 9
   其他The resulted residue was triturated with methylene chloride and hexanes

实验过程

To a solution of tert-butyl [3-(aminomethyl)phenyl]carbamate (0.50 g, 2.2 mmol) and 2,4,5-trichloropyrimidine (0.45 g, 2.5 mmol) in N,N-dimethylformamide (6 mL) was added potassium carbonate (0.62 g, 4.5 mmol). The resultant mixture was stirred overnight at room temperature. The reaction was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated. The resulted residue was triturated with methylene chloride and hexanes to give the desired product as an off-white powder (0.75 g, 90%). LCMS for C12H11Cl2N4O2 (M-tBu+H)+: m/z=313.0, 315.0.

来源