反应详情

290 mg (0.311 mmol) of 2-{4-(2-({(2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl}sulfanyl)-3,5-dicyano-6-(pyrrolidin-1-yl)pyridin-4-yl)phenoxy}ethyl N-(tert-butoxycarbonyl)-3-((tert-butoxycarbonyl)amino)-L-alanyl-L-alaninate were dissolved in 5 ml dichloromethane, and 3.113 ml of a 1N solution of hydrogen chloride in diethyl ether were added. After 6 hours of stirring, a further 3.113 ml of a 1N solution of hydrogen chloride in diethyl ether were added and the mixture was stirred at room temperature overnight. Another 10 ml of a 1N solution of hydrogen chloride in diethyl ether were added, and stirring at room temperature was continued for a further 24 hours. The precipitated solid was then filtered off with suction, washed with diethyl ether and dried under reduced pressure. The crude product was dissolved in 2 ml of dichloromethane, and 0.126 ml (1.632 mmol) of trifluoroacetic acid was added. After 6 hours of stirring, the reaction mixture was concentrated and the residue was purified by preparative HPLC (acetonitrile/water+0.1% TFA). 81 mg (27% of theory) of the target compound were obtained.

1. stirringthe mixture was stirred at room temperature overnight
2. stirringstirring at room temperature
3. waitwas continued for a further 24 hours
4. filtrationThe precipitated solid was then filtered off with suction
5. washwashed with diethyl ether
6. customdried under reduced pressure
7. dissolutionThe crude product was dissolved in 2 ml of dichloromethane
8. stirringAfter 6 hours of stirring
9. concentrationthe reaction mixture was concentrated
10. customthe residue was purified by preparative HPLC (acetonitrile/water+0.1% TFA)
11. custom81 mg (27% of theory) of the target compound were obtained