反应详情

温度

65 °C

To a solution of 3,5-dimethyl-4-{2-[4-(3-methoxy-propoxy)-3-methyl-pyridin-2-yl-methanesulfinyl]-benzimidazole-1-sulfonyl}phenoxyacetic acid 2-(toluene-4-sulfonyl)ethyl ester (Intermediate 58, 1.6 g, 1.90 mmol) in 10 mL of CH3CN was added a solution of NaHCO3 (208 mg, 2.47 mmol, 1.3 eq) in 5 mL of H2O. The mixture was heated to 65° C. for 3 h. Thereafter all the volatile materials were removed under vacuum, the mixture was washed with EtOAc (2×), and then the aqueous layer was lyophilized overnight. The solid was dissolved in 80 mL of CH2Cl2, and then the mixture was filtered to remove insoluble material. The filtrate was concentrated and the residual oil was dissolved in 5 mL of CH2Cl2. EtOAc was added to the mixture to precipitate a white solid. The precipitate was collected by filtration, washed with EtOAc, and dried under vacuum to yield 800 mg (62%) of 3,5-dimethyl-4-{2-[4-(3-methoxy-propoxy)-3-methyl-pyridin-2-yl-methanesulfinyl]-benzimidazole-1-sulfonyl}phenoxyacetic acid sodium salt (Compound 33) as a white solid.

1. customThereafter all the volatile materials were removed under vacuum
2. washthe mixture was washed with EtOAc (2×)
3. dissolutionThe solid was dissolved in 80 mL of CH2Cl2
4. filtrationthe mixture was filtered
5. customto remove insoluble material
6. concentrationThe filtrate was concentrated
7. dissolutionthe residual oil was dissolved in 5 mL of CH2Cl2
8. additionEtOAc was added to the mixture
9. customto precipitate a white solid
10. filtrationThe precipitate was collected by filtration
11. washwashed with EtOAc
12. customdried under vacuum