反应 #77499

反应方程式

water NH3

phosphorus oxychloride

HCl

4-[2-(6-methyl-pyridin-3-yl)-ethyl]-2H-isoquinolin-1-one

→

1-chloro-4-[2-(6-methyl-pyridin-3-yl)-ethyl]-isoquinoline

溶剂

EtOAc

dioxane

acetonitrile

反应条件

后处理

1. 1
   其他the water phase is separated
2. 2
   萃取extraction
3. 3
   洗涤The organic phases are washed with water and brine
4. 4
   干燥dried (Na2SO4)
5. 5
   浓缩concentrated by evaporation

实验过程

3.12 g (11.8 mmol) of 4-[2-(6-methyl-pyridin-3-yl)-ethyl]-2H-isoquinolin-1-one in 48 ml of acetonitrile are mixed, whilst excluding air, with 3.7 ml (40 mmol) of phosphorus oxychloride and 6 ml of 4 N HCl in dioxane and stirred for 18 h at 55° C. After cooling to RT, water/NH3 conc. 10:1 (pH=9) and EtOAc are added, the water phase is separated and extraction effected twice with EtOAc. The organic phases are washed with water and brine, dried (Na2SO4) and concentrated by evaporation to form 1-chloro-4-[2-(6-methyl-pyridin-3-yl)-ethyl]-isoquinoline; 1H NMR (DMSO-d6) δ8.3 (m, 3H), 8.09 (s, 1H), 7.94 (t, 1H), 7.83 (t, 1H), 7.56 (d, 1H), 7.15 (d, 1H), 3.30 (t, H2C), 2.94 (t, H2C), 2.40 (s, H3C).

来源