反应 #1702165

反应方程式

tert-butyl [5-(2-{5-(aminomethyl)-2-[(tert-butoxycarbonyl)amino]phenyl}ethyl)pyridin-3-yl]carbamate

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

收率 41.5%

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

收率 41.5%

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 once
5. 5
   洗涤The combined organic layers were washed with water
6. 6
   干燥dried (Na2SO4)
7. 7
   过滤filtered
8. 8
   浓缩concentrated under vacuum
9. 9
   其他The crude product was purified by silica gel column chromatography

实验过程

To a solution of tert-butyl [5-(2-{5-(aminomethyl)-2-[(tert-butoxycarbonyl)amino]phenyl}ethyl)pyridin-3-yl]carbamate (0.81 g, 1.8 mmol) and 2,4,5-trichloropyrimidine (0.45 g, 2.4 mmol) in N,N-dimethylformamide (10 mL) was added potassium carbonate (1.30 g, 9.37 mmol). The resultant mixture was stirred overnight at 45° C. The reaction was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc once. The combined organic layers were washed with water, and then dried (Na2SO4), filtered, and concentrated under vacuum. The crude product was purified by silica gel column chromatography to give the desired product as a white powder (0.44 g, 40%). LCMS for C28H35Cl2N6O4 (M+H)+: m/z=589.1, 591.1.

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