反应 #1702158

反应方程式

methylene chloride

NaHCO3

3-[3-({4-[(3-bromo-5-methoxybenzyl)amino]-5-chloropyrimidin-2-yl}amino)phenyl]propan-1-ol

methylene chloride

boron tribromide

→

desired product

收率 100.0%

3-Bromo-5-{[(2-{[3-(3-bromopropyl)phenyl]amino}-5-chloropyrimidin-4-yl)amino]methyl}phenol

收率 100.0%

溶剂

dry ice

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   其他After removal of the organic solvent
3. 3
   萃取the aqueous layer was extracted with methylene chloride twice
4. 4
   洗涤The combined organic layers were washed with water and brine successively
5. 5
   干燥dried (Na2SO4)
6. 6
   过滤filtered
7. 7
   浓缩concentrated

实验过程

Into a reaction flask was added 3-[3-({4-[(3-bromo-5-methoxybenzyl)amino]-5-chloropyrimidin-2-yl}amino)phenyl]propan-1-ol (2.70 g, 5.65 mmol), methylene chloride (30 mL), and a solution of boron tribromide in methylene chloride (17.0 mL, 17.0 mmol, 1.0 M). The mixture was stirred at rt overnight. The resultant mixture was cooled in dry ice when NaHCO3 (saturated aqueous solution) was added. After removal of the organic solvent, the aqueous layer was extracted with methylene chloride twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated to give the desired product (2.97 g, 100%). LCMS for C20H19Br2ClN4O (M+H)+: m/z=526.9, 528.8.

来源