反应 #1702126

反应方程式

NaHCO3

boron tribromide

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

→

desired product

收率 58.3%

3-({5-Chloro-4-[(3-hydroxybenzyl)amino]pyrimidin-2-yl}amino)phenol

收率 58.3%

溶剂

DCM

methylene chloride

methylene chloride

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   温度to warm up to rt
3. 3
   萃取The aqueous layer was extracted with DCM twice
4. 4
   其他dried
5. 5
   过滤filtered
6. 6
   浓缩concentrated under vacuum

实验过程

Into a 1-neck round-bottom flask were added 5-chloro-N(4)-(3-methoxybenzyl)-N(2)-(3-methoxyphenyl)pyrimidine-2,4-diamine (90 mg, 0.2 mmol) and methylene chloride (5 mL). To the mixture was added a solution of boron tribromide in methylene chloride (3.0 mL, 3.0 mmol, 1.0 M) at 0° C. The mixture was allowed to warm up to rt and stirred overnight. The resultant mixture was cooled in a dry ice bath when NaHCO3 (saturated aqueous solution, 10 mL) was added. The mixture was allowed to warm up to rt and DCM was added. The aqueous layer was extracted with DCM twice. The organic layers were combined, dried, filtered, and concentrated under vacuum to give the desired product (40 mg, 50%). LCMS for C17H16ClN4O2 (M+H)+: m/z=343.0.

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