反应 #554623

反应方程式

Water

NaH

2,2,2-Trifluoro-N-(4-hydroxymethyl-benzyl)-acetamide

2-Chloropyrimidin-4-amine

→

N-(4-((4-Aminopyrimidin-2-yloxy)methyl)benzyl)-2,2,2-trifluoroacetamide

溶剂

dimethylacetamide

反应条件

后处理

1. 1
   其他to quench all excess NaH
2. 2
   workup.ADDITIONthe mixture poured into 50 ml of 0.5 N HCl
3. 3
   萃取The crude product is extracted with ethyl acetate
4. 4
   洗涤the combined organic phases washed with brine
5. 5
   干燥dried over MgSO4
6. 6
   其他After evaporation of the solvent
7. 7
   其他the product is purified by flash column chromatography (gradient ethyl acetate:cyclohexane from 1:1 to 3:1)

实验过程

760 mg (3.25 mmol) 2,2,2-Trifluoro-N-(4-hydroxymethyl-benzyl)-acetamide is dissolved in 3 mL dry dimethylacetamide under argon atmosphere, and 273 mg (8.15 mmol) NaH is added over 5 min. 211 mg (1.63 mmol) 2-Chloropyrimidin-4-amine is then added and the solution stirred at 90° C. over night. 1 mL Water is added carefully to quench all excess NaH, and the mixture poured into 50 ml of 0.5 N HCl. The crude product is extracted with ethyl acetate, the combined organic phases washed with brine and dried over MgSO4. After evaporation of the solvent, the product is purified by flash column chromatography (gradient ethyl acetate:cyclohexane from 1:1 to 3:1). Yield: 350 mg (52%). ESI-MS m/z 327 [M+H]+.

来源