反应详情

Dissolve 5-[4-(azetidin-3-yloxy)-3-methoxy-phenyl]-2-(4-chloro-phenyl)-6,7-dihydro-5H-thiazolo[5,4-c]pyridin-4-one (1.0 g, 2.26 mmol) and acetone (250 μL, 3.39 mmol) in dry 1,2-dichloroethane. Add sodium triacetoxyborohydride (1.0 g, 4.53 mmol) and stir overnight at room temperature. Add 1 N NaOH solution to the reaction mixture and extract with CH2Cl2 (2×25 mL). Combine the organic portions and wash with water (2×25 mL). Dry the organic layer with Na2SO4, then filter, and concentrate in vacuo. Triturate the crude yellow solid with Et2O and filter. Wash the solid with Et2O several times and re-dissolve in CHCl3. Add 1 N HCl/Et2O solution (1.5 mL) and remove the solvent in vacuo to give 630 mg (53%) of the title compound. ES/MS m/z (35Cl) 484.2 [M+1]+.

1. extractionextract with CH2Cl2 (2×25 mL)
2. washCombine the organic portions and wash with water (2×25 mL)
3. dry with materialDry the organic layer with Na2SO4
4. filtrationfilter
5. concentrationconcentrate in vacuo
6. customTriturate the crude yellow solid with Et2O
7. filtrationfilter
8. washWash the solid with Et2O several times
9. dissolutionre-dissolve in CHCl3
10. additionAdd 1 N HCl/Et2O solution (1.5 mL)
11. customremove the solvent in vacuo