反应详情

In a 100 ml rb flask were placed [3-chloro-4-(pyridine-2-ylmethoxy)-phenyl]-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amine (2.0, 4.71 mmol), 5-(tetrahydro-pyran-2-yloxy)-pent-2-enoic acid (0.94 g, 4.71 mmol) and O-(Benzotriazol-1-yl)-N,N,N′,N′-tetrafluorobonate (1.81 g, 5.66 mmol) in anhydrous dichloromethane/THF (15 ml/15 ml) and cooled at 0° C. To this cooled suspension was slowly added diisopropylethylamine (1.83 g, 14.15 mmol) (2.5 ml) during 15 minute. Then the reaction mixture was warmed to room temperature and stirred at room temperature for 12 hours. The reaction mixture was concentrated at room temperature (no heating) to remove dichloromethane. To the residue was added water and precipitated grey-white solid was filtered and washed with water. The grey-white solid was further suspended in methyl alcohol, sonicated, filtered and dried to provide 2.26 g of grey-white solid. (80.0%). It will be carried to next step reaction without any purification. 1H-NMR (DMSO-d6) δ 8.593-8.575 (m, 1H), 8.391 (s, 1H), 8.191 (s, 1H), 7.872-7.868 (m, 1H), 7.769 (s, 1H) 7.571-7.498 (m, 2H), 7.369-7.329 (m, 1H), 7.236-7.214 (d, 1H), 6.779-6.607 (m, 2H), 5.274 (s, 2H), 4.946-4.835 (d, 2H), 4.572 (s, 1H), 3.928-3.730 (m, 2H), 3.504-3.402 (m, 2H), 3.313-3.204 (m, 4H), 1.673-1.434 (m, 8H). MS m/e 605.9 (M+H), RT=3.02 min

1. customIn a 100 ml rb flask were placed
2. customduring 15 minute
3. concentrationThe reaction mixture was concentrated at room temperature (no heating)
4. customto remove dichloromethane
5. additionTo the residue was added water
6. customprecipitated grey-white solid
7. filtrationwas filtered
8. washwashed with water
9. customsonicated
10. filtrationfiltered
11. customdried