反应详情

温度

50 °C

A mixture of methyl 1-{[2-methyl-3-(trifluoromethyl)phenyl]methyl}-6-(4-morpholinyl)-2-(trifluoromethyl)-1H-benzimidazole-4-carboxylate, prepared as described in Example 46 (510 mg, 1.017 mmol) and 2 M lithium hydroxide (6 mL, 12.00 mmol) in THF (12 mL) was stirred at 50° C. for 2 h. The reaction was cooled to room temperature. The organic solvent was removed under reduced pressure and the aqueous was diluted with water and acidified by the addition of 1 N HCl. The precipitate formed was collected by filtration. The solid was washed with ether and turned into a gummy residue. The residue was washed with MeOH until all the material was transferred into the collection flask. The organics were evaporated and a white solid formed upon standing. The precipitate was collected by filtration, washed with water and dried to give the desired product (438 mg, 0.881 mmol, 87% yield) as a white powder. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.68 (d, J=2.02 Hz, 1H), 7.61 (d, J=8.08 Hz, 1H), 7.23 (t, J=7.83 Hz, 1H), 7.08 (d, J=2.02 Hz, 1H), 6.27 (d, J=7.58 Hz, 1H), 5.74 (s, 2H), 3.63-3.82 (m, 4H), 3.05-3.21 (m, 4H), 2.52 (br. s., 3H). MS (ES+) m/e 488 [M+H]+.

1. customprepared
2. temperatureThe reaction was cooled to room temperature
3. customThe organic solvent was removed under reduced pressure
4. additionthe aqueous was diluted with water
5. additionacidified by the addition of 1 N HCl
6. customThe precipitate formed
7. filtrationwas collected by filtration
8. washThe solid was washed with ether
9. washThe residue was washed with MeOH until all the material
10. customThe organics were evaporated
11. customa white solid formed
12. filtrationThe precipitate was collected by filtration
13. washwashed with water
14. customdried