反应详情

To a solution of 0.80 g (2.14 mmol.) of N-(piperidin-4-yl)-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride, 1.5 ml (10.76 mmol.) of triethylamine and 0.65 g (4.27 mmol.) of 1,8-diazabicyclo[5.4.0]unde-7-cene (DBU) in acetonitrile (20 ml) were added, at room temperature, 0.38 g of sodium iodide and 0.59 g (2.58 mmol.) of methyl 2-(3-chloro-1-propoxy)benzoate. The mixture was heated under reflux for 3 days under nitrogen atmosphere. The solvent was distilled off under reduced pressure. To the residue was added water, which was subjected to extraction with chloroform. The organic layer was washed with a saturated aqueous saline solution, which was dried over magnesium sulfate, followed by concentration. The concentrate was purified by means of a column chromatography (methanol/ethyl acetate 30-50%), followed by distilling off the solvent under reduced pressure to afford the object compound (0.81 g, 77%) as a reddish amorphous product.

1. temperatureThe mixture was heated
2. temperatureunder reflux for 3 days under nitrogen atmosphere
3. distillationThe solvent was distilled off under reduced pressure
4. additionTo the residue was added water, which
5. extractionwas subjected to extraction with chloroform
6. washThe organic layer was washed with a saturated aqueous saline solution, which
7. dry with materialwas dried over magnesium sulfate
8. concentrationfollowed by concentration
9. customThe concentrate was purified by means of a column chromatography (methanol/ethyl acetate 30-50%)
10. distillationby distilling off the solvent under reduced pressure