反応 #77502

反応方程式

water NH3

4-[2-(2-methoxy-pyridin-4-yl)-ethyl]-2H-isoquinolin-1-one

phosphorus oxychloride

HCl

→

1-chloro-4-[2-(2-methoxy-pyridin-4-yl)-ethyl]-isoquinoline

溶媒

EtOAc

acetonitrile

dioxane

反応条件

後処理

1. 1
   温度After cooling to RT
2. 2
   その他the water phase is separated
3. 3
   抽出extraction
4. 4
   洗浄The organic phases are washed with water and brine
5. 5
   乾燥dried (Na2SO4)
6. 6
   濃縮concentrated by evaporation

実験手順

Under a N2 atmosphere, 160 mg (0.57 mmol) of 4-[2-(2-methoxy-pyridin-4-yl)-ethyl]-2H-isoquinolin-1-one in 3.7 ml of acetonitrile are mixed with 131 μl (1.43 mmol) of phosphorus oxychloride and 0.28 ml of 4 N HCl in dioxane and stirred for 7 h at 65° C. After cooling to RT, water/NH3 conc. 10:1 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-(2-methoxy-pyridin-4-yl)-ethyl]-isoquinoline; 1H NMR (DMSO-d6) δ8.30 (d, 1H), 8.27 (d, 1H), 8.13 (s, 1H), 8.03 (d, 1H), 7.94 (t, 1H), 7.85 (t, 1H), 6.90 (d, 1H), 6.73 (s, 1H), 3.80 (s, H3C), 3.32 (t, H2C), 2.95 (t, H2C).

出典