반응 #83219

반응 방정식

sodium bicarbonate

2,3-dihydro-6-(4-fluorophenyl)-2-oxo-7-(pyridin-4-yl)-1H-imidazo[1,2-b]pyrazole

diborane

hydrochloric acid

→

2,3-dihydro-6-(4-fluorophenyl)-7-(pyridin-4-yl)-1H-imidazo[1,2-b]pyrazole

수율 29.4%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도was refluxed under nitrogen atmosphere for 5 hours
2. 2
   온도After cooling of the reaction mixture, to the mixture
3. 3
   온도cooled
4. 4
   추출The separated oil was extracted with dichloromethane
5. 5
   세척the extract was washed with brine
6. 6
   기타dried
7. 7
   농축concentrated in vacuo
8. 8
   기타The residue was purified by thin layer chromatography on silica gel
9. 9
   기타the obtained crude solid
10. 10
    기타was recrystallized from a mixture of diisopropyl ether and dichloromethane

실험 절차

A mixture of 2,3-dihydro-6-(4-fluorophenyl)-2-oxo-7-(pyridin-4-yl)-1H-imidazo[1,2-b]pyrazole (50 mg) and diborane (0.34 mmol) in anhydrous tetrahydrofuran (5 ml) was refluxed under nitrogen atmosphere for 5 hours. After cooling of the reaction mixture, to the mixture was added 1N-hydrochloric acid (2 ml). The mixture was stirred at 60° C. for 30 minutes, cooled and neutralized with an aqueous saturated sodium bicarbonate solution. The separated oil was extracted with dichloromethane and the extract was washed with brine, dried and concentrated in vacuo. The residue was purified by thin layer chromatography on silica gel and the obtained crude solid was recrystallized from a mixture of diisopropyl ether and dichloromethane to yield 2,3-dihydro-6-(4-fluorophenyl)-7-(pyridin-4-yl)-1H-imidazo[1,2-b]pyrazole (14 mg).

출처