反应详情

A suspension of 4-(2-bromoethyl)-3,4-dihydro-2(1H)-quinolinone (II'-1) (500 mg, 1.97 mmol),3-(4-piperidinyl)-1H-indole (394.5 mg, 1.97 mmol) and sodium hydrogencarbonate (248.7 mg, 2.96 mmol) in dry dimethylformamide (5 ml) was allowed to react at 90 ° C. for 4 hours. Ice-water (50 ml) was poured into the reaction mixture and then the separated solid was filtered by aspiration. The residue was washed with water and dissolved in chloroform (50 ml). The solution was dried (anhydrous magnesium sulfate) and the solvent was distilled off. The residue was dissolved in developing solvent (chloroform: methanol=85:15) and purified by silica gel column chromatography (chloroform: methanol=85:15). After removing the first eluted impurity , a colorless solution was collected and the solvent distilled off to give the desired product (IV-1) (540 mg) as a pale yellow solid (yield 73.4%, mp 115°-117 ° C. (methanol/tetrahydrofuran/water).

1. customto react at 90 ° C. for 4 hours
2. filtrationthe separated solid was filtered by aspiration
3. washThe residue was washed with water
4. dissolutiondissolved in chloroform (50 ml)
5. dry with materialThe solution was dried (anhydrous magnesium sulfate)
6. distillationthe solvent was distilled off
7. dissolutionThe residue was dissolved
8. custompurified by silica gel column chromatography (chloroform: methanol=85:15)
9. customAfter removing the first eluted impurity
10. customa colorless solution was collected
11. distillationthe solvent distilled off