反应 #42383

反应方程式

1,2,3,4-tetrahydroisoquinoline-7-carbonitrile

triethylamine

bromobutane

→

title compound

2-Butyl-1,2,3,4-tetrahydroisoquinoline-7-carbonitrile

溶剂

methylene chloride

methylene chloride

反应条件

后处理

1. 1
   洗涤washed with water, and brine
2. 2
   干燥dried (magnesium sulfate)
3. 3
   过滤filtered
4. 4
   浓缩concentrated under reduced pressure
5. 5
   其他Purification by flash column chromatography (silica, 50% ethyl acetate/hexanes)

实验过程

To an ice-cold, stirred solution of 1,2,3,4-tetrahydroisoquinoline-7-carbonitrile (J. Med. Chem. 1997, 40, 3997) (485 mg, 3.1 mmol) and triethylamine (0.47 mL, 3.4 mmol) in methylene chloride (5 mL) is added DMAP (37 mg, 0.3 mmol) and bromobutane (0.5 mL, 4.6 mmol). The reaction mixture is stirred for 20 h, diluted with methylene chloride, washed with water, and brine, dried (magnesium sulfate), filtered, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 50% ethyl acetate/hexanes) affords the title compound. ESI MS m/z 215 [M+H]+.

来源