반응 #804265

반응 방정식

1-Chloro-ethyl chloroformate

3-[4-(2-dimethylamino-ethoxy)-phenyl]-5-methyl-2H-isoquinolin-1-one

→

5-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2H-isoquinolin-1-one

수율 12.0%

용매

1,2-dichloroethane

1,2-dichloroethane

반응 조건

후처리

1. 1
   기타The reaction mixture was irradiated
2. 2
   기타a microwave (300 W, 180° C., 15 min)
3. 3
   농축then concentrated in vacuo and EtOH (0.8 mL)
4. 4
   workup.ADDITIONadded
5. 5
   온도The reaction mixture was heated at 80° C. for 15 h
6. 6
   온도to cool
7. 7
   세척eluting with 0.5M NH3 in MeOH
8. 8
   농축The crude material was concentrated in vacuo
9. 9
   기타purified by reverse phase preparative HPLC-MS

실험 절차

1-Chloro-ethyl chloroformate (97 mg, 0.68 mmol) in 1,2-dichloroethane (0.3 mL) was added to a solution of 3-[4-(2-dimethylamino-ethoxy)-phenyl]-5-methyl-2H-isoquinolin-1-one (35 mg, 0.109 mmol) in 1,2-dichloroethane (0.6 mL) at cooled to 0° C., and stirred for 10 min. The reaction mixture was irradiated using a microwave (300 W, 180° C., 15 min) then concentrated in vacuo and EtOH (0.8 mL) added. The reaction mixture was heated at 80° C. for 15 h, allowed to cool and passed through a SCX-2 cartridge (1 g), eluting with 0.5M NH3 in MeOH. The crude material was concentrated in vacuo and purified by reverse phase preparative HPLC-MS to afford 5-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2H-isoquinolin-1-one as a white solid (4 mg, 12%).

출처