反应详情

A cooled (0° C.) solution of (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile (example 1) (62.3 mg, 250 μmol) in CH2Cl2 (3.6 ml) was treated with ethanesulfonyl chloride (26.6 μL, 275 μmol) and Et3N (41.8 μL, 300 μmol). After ½ h the mixture was stirred at room temperature for 3 h, cooled down (0° C.) and treated again with ethanesulfonyl chloride (7.3 μL, 75 μmol) and Et3N (11.5 μL, 82.5 μmol). After 2 h at room temperature, the mixture was concentrated in vacuo and purified by flash chromatography (20 g SiO2, Telos-cartridge, CH2Cl2/MeOH (0.5 to 1.5%)) to give after precipitation from CH2Cl2 with n-pentane the pure title compound (43 mg, 50%) as a off-white powder. MS: 342.1 (M+H+).

1. temperaturecooled down (0° C.)
2. waitAfter 2 h at room temperature
3. concentrationthe mixture was concentrated in vacuo
4. custompurified by flash chromatography (20 g SiO2, Telos-cartridge, CH2Cl2/MeOH (0.5 to 1.5%))
5. customto give
6. customafter precipitation from CH2Cl2 with n-pentane the pure title compound (43 mg, 50%) as a off-white powder