反应详情

A solution of 6-(((tert-butyldimethylsilyl)oxy)methyl)-N-(5-cyano-4-((2-methoxyethyl)amino)pyridin-2-yl)-7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide (intermediate 74, 3.10 g, 5.43 mmol) in THF (40 ml) was treated with H2O (30 ml) followed by dropwise addition of conc. HCl (10 ml) and stirred for 40 min. The reaction mixture was quenched by addition of sat. aq. NaHCO3 (gas evolution) and then extracted with DCM (3×). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was treated with EtOAc (25 ml) and sonicated until a white suspension was obtained. Then, heptanes (25 ml) was added and the resulting suspension was filtered. The solid was washed with heptanes and dried under vacuum to give the title compound as a white solid.

1. customThe reaction mixture was quenched by addition of sat. aq. NaHCO3 (gas evolution)
2. extractionextracted with DCM (3×)
3. washThe combined organic layers were washed with brine
4. dry with materialdried over anhydrous Na2SO4
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. additionThe residue was treated with EtOAc (25 ml)
8. customsonicated until a white suspension
9. customwas obtained
10. filtrationthe resulting suspension was filtered
11. washThe solid was washed with heptanes
12. customdried under vacuum