反应详情

温度

65 °C

To a solution of 4-[2-{3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-methanesulfinyl}-benzimidazole-1-sulfonyl]-3-isopropyl-5-methylphenoxyacetic acid 2-(toluene-4-sulfonyl)ethyl ester (Intermediate 68, 1.6 g, 1.95 mmol) in 15 mL of CH3CN was added the solution of NaHCO3 (200 mg, 2.34 mmol, 1.2 eq) in 8 mL of H2O. The mixture was heated to 65° C. for 1.5 h. Thereafter all volatile materials were removed under vacuum, the mixture was washed with ether (2×), and then the aqueous layer was lyophilized overnight. The solid was dissolved in 110 mL of ether-EtOAc (10:1), and then the mixture was filtered to remove insoluble material. The filtrate was concentrated and the residual oil was dissolved in 10 mL of ether-EtOAc (10:1). Hexane was added to the mixture to precipitate a white solid. The precipitate was filtered, washed with hexane, and dried under vacuum to yield 1.0 g (77%) of 4-[2-{3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-methanesulfinyl}-benzimidazole-1-sulfonyl]-3-isopropyl-5-methylphenoxyacetic acid sodium salt (Compound 39) as a white solid.

1. customThereafter all volatile materials were removed under vacuum
2. washthe mixture was washed with ether (2×)
3. dissolutionThe solid was dissolved in 110 mL of ether-EtOAc (10:1)
4. filtrationthe mixture was filtered
5. customto remove insoluble material
6. concentrationThe filtrate was concentrated
7. dissolutionthe residual oil was dissolved in 10 mL of ether-EtOAc (10:1)
8. additionHexane was added to the mixture
9. customto precipitate a white solid
10. filtrationThe precipitate was filtered
11. washwashed with hexane
12. customdried under vacuum