反应详情

温度

4 °C

2.7 g of methyl 4-(3,4-dihydroquinoxalin-1(2H)-yl)benzoate and 50 ml of dichloromethane are introduced into a three-necked flask equipped with a magnetic stirrer and placed under an inert atmosphere. After cooling to 4° C., 4.2 ml of triethylamine and 1.19 g of triphosgene are successively added. The reaction medium is stirred at ambient temperature for 4 h. 2.11 g of 4-(pyrrolidin-3-yl)-1H-pyrazole dihydrochloride and 1.4 ml of triethylamine are then introduced and the mixture is stirred at ambient temperature for 18 h. The reaction medium is washed with a saturated aqueous sodium hydrogencarbonate solution; the organic phase is dried over sodium sulfate and concentrated under reduced pressure. The residue is chromatographed on silica gel eluted with a gradient of methanol from 1.5% to 3% in dichloromethane. 4.2 g of methyl 4-[4-{[3-(1H-pyrazol-4-yl)pyrrolidin-1-yl]carbonyl}-3,4-dihydroquinoxalin-1(2H)-yl]benzoate are obtained.

1. customequipped with a magnetic stirrer
2. stirringthe mixture is stirred at ambient temperature for 18 h
3. washThe reaction medium is washed with a saturated aqueous sodium hydrogencarbonate solution
4. dry with materialthe organic phase is dried over sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue is chromatographed on silica gel
7. washeluted with a gradient of methanol from 1.5% to 3% in dichloromethane