反应详情

To a 100 mL round-bottomed flask was added (R)-tert-butyl 4-((R)-1-(5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)ethyl)-3-methylpiperazine-1-carboxylate (0.200 g, 0.252 mmol), dichloromethane (5 mL, 78 mmol), trifluoroacetic acid (5 mL, 67.3 mmol). The solution was stirred for 1 hr. The solution was concentrated down and the residue was dissolved in DCM and slowly washed with NaHCO3, to get rid off the TFA. The DCM solution was dried over sodium sulfate, filtered and concentrated. The residue was dried under a high vacuum overnight. The residue was dissolved in DCM, cooled down in a dry ice/IPA cooling bath and treated with triethylamine (0.349 mL, 2.52 mmol), and methanesulfonyl chloride (0.098 mL, 1.260 mmol).The solution was stirred at −50° C. for 30 minutes. The solvent was removed under a vacuum and the crude product was washed with water (30 mL), stirred, and sonicated. The resulting suspension was collected, washed with water, and dried in a vacuum oven overnight to give 4-(2-(5-fluoro-6-methoxypyridin-3-ylamino)-5-((R)-1-((R)-2-methyl-4-(methylsulfonyl)piperazin-1-yl)ethyl)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.150 g, 0.194 mmol, 77% yield).

1. concentrationThe solution was concentrated down
2. dissolutionthe residue was dissolved in DCM
3. washslowly washed with NaHCO3
4. customto get
5. dry with materialThe DCM solution was dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was dried under a high vacuum overnight
9. dissolutionThe residue was dissolved in DCM
10. temperaturecooled down in a dry ice/IPA cooling bath
11. stirringwas stirred at −50° C. for 30 minutes
12. customThe solvent was removed under a vacuum
13. washthe crude product was washed with water (30 mL)
14. stirringstirred
15. customsonicated
16. customThe resulting suspension was collected
17. washwashed with water
18. customdried in a vacuum oven overnight