反应 #1702125

反应方程式

NaHCO3

2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

2,5-Dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

3-methoxy-benzenamine

p-toluenesulfonic acid monohydrate

→

desired product

收率 34.7%

5-Chloro-N(4)-(3-methoxybenzyl)-N(2)-(3-methoxyphenyl)pyrimidine-2,4-diamine

收率 34.7%

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
   萃取The aqueous layer was extracted with DCM twice
3. 3
   其他The combined organic layers were dried
4. 4
   过滤filtered
5. 5
   浓缩concentrated
6. 6
   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-(3-methoxybenzyl)pyrimidin-4-amine (0.20 g, 0.70 mmol) (prepared according to Example 1, step A), 1,4-dioxane (20 mL), 3-methoxy-benzenamine (0.13 g, 1.0 mmol), and p-toluenesulfonic acid monohydrate (49 mg, 0.26 mmol). The mixture was heated at 105° C. for 2 days. To the mixture was added an aqueous solution of NaHCO3 (saturated, 0.5 mL) and the organic solvent was removed under vacuum. The aqueous layer was extracted with DCM twice. The combined organic layers were dried, filtered and concentrated. The crude product was purified by silica gel column chromatography to provide the desired product (90 mg, 30%). LCMS for C19H20ClN4O2 (M+H)+: m/z=371.1.

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