반응 #77499

반응 방정식

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

용매

EtOAc

dioxane

acetonitrile

반응 조건

후처리

1. 1
   기타the water phase is separated
2. 2
   추출extraction
3. 3
   세척The organic phases are washed with water and brine
4. 4
   건조dried (Na2SO4)
5. 5
   농축concentrated by evaporation

실험 절차

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).

출처