Reaktion #83219

Reaktionsgleichung

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

Ausbeute 29.4%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed under nitrogen atmosphere for 5 hours
2. 2
   TemperaturAfter cooling of the reaction mixture, to the mixture
3. 3
   Temperaturcooled
4. 4
   ExtraktionThe separated oil was extracted with dichloromethane
5. 5
   Waschenthe extract was washed with brine
6. 6
   Sonstigedried
7. 7
   Einengenconcentrated in vacuo
8. 8
   SonstigeThe residue was purified by thin layer chromatography on silica gel
9. 9
   Sonstigethe obtained crude solid
10. 10
    Sonstigewas recrystallized from a mixture of diisopropyl ether and dichloromethane

Vorschrift

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).

Quelle