تفاعل #77502

معادلة التفاعل

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

المذيبات

EtOAc

acetonitrile

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to RT
2. 2
   أخرىthe water phase is separated
3. 3
   استخلاصextraction
4. 4
   غسيلThe organic phases are washed with water and brine
5. 5
   تجفيفdried (Na2SO4)
6. 6
   تركيزconcentrated by evaporation

الإجراء التجريبي

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).

المصدر