反应详情

A mixture of 4-(5,6-dichlorobenzimidazol-2-yl)-N-(1,2,2,6,6-pentamethylpiperidin-4-yl)-3-methoxybenzamid (0.16 g, 0.33 mmol), prepared as described in Example 4, and KOH (0.0185 g, 0.33 mmol) in acetone (8 ml) was stirred for 1 h at room temperature. Iodomethane (0.047 g, 0.033 mmol) was added and stirring was continued for 24 h. Solvent was removed under reduced pressure and the residue was partitioned between water and ethyl acetate. the organic layer was washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by column chromatography eluting with CH2Cl2/MeOH/NH4OH 95:5:0.2. Fraction containing the desired product were collected, evaporated to dryness under reduced pressure and the solid was triturated with diisopropyl ether to give 0.022 g of the title compound (yield 13%), mp=178–180° C.

1. customprepared
2. stirringstirring
3. waitwas continued for 24 h
4. customSolvent was removed under reduced pressure
5. customthe residue was partitioned between water and ethyl acetate
6. washthe organic layer was washed with brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customevaporated under reduced pressure
10. customThe crude residue was purified by column chromatography
11. washeluting with CH2Cl2/MeOH/NH4OH 95:5:0.2
12. additionFraction containing the desired product
13. customwere collected
14. customevaporated to dryness under reduced pressure
15. customthe solid was triturated with diisopropyl ether