反应 #1702123

反应方程式

NaHCO3

2,5-dichloro-N-[(1R)-1-(3-methoxyphenyl)ethyl]pyrimidin-4-amine

3-aminobenzyl alcohol

p-toluenesulfonic acid monohydrate

→

desired product

收率 100.2%

{3-[(5-Chloro-4-{[(1R)-1-(3-methoxyphenyl)ethyl]amino}pyrimidin-2-yl)amino]phenyl}methanol

收率 100.2%

溶剂

1,4-dioxane

反应条件

后处理

1. 1
   其他the organic solvent was removed under vacuum
2. 2
   workup.ADDITIONWater and EtOAc were added to the residue
3. 3
   萃取The aqueous layer was extracted with EtOAc twice
4. 4
   干燥dried over Na2SO4
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他The crude product was purified by silica gel column chromatography

实验过程

Into a reaction flask were added 2,5-dichloro-N-[(1R)-1-(3-methoxyphenyl)ethyl]pyrimidin-4-amine (0.21 g, 0.70 mmol), 1,4-dioxane (20 mL), 3-aminobenzyl alcohol (0.13 g, 1.0 mmol), and p-toluenesulfonic acid monohydrate (0.049 g, 0.26 mmol). The mixture was heated at 105° C. for 2 days. To the reaction mixture was added NaHCO3 (saturated aqueous solution) and the organic solvent was removed under vacuum. Water and EtOAc were added to the residue. The aqueous layer was extracted with EtOAc twice. The organic layers were combined, dried over Na2SO4, filtered, and concentrated. The crude product was purified by silica gel column chromatography to give the desired product (0.27 g, 96%). LCMS for C20H22ClN4O2 (M+H)+: m/z=385.1.

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