تفاعل #83219

معادلة التفاعل

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

المردود 29.4%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed under nitrogen atmosphere for 5 hours
2. 2
   درجة الحرارةAfter cooling of the reaction mixture, to the mixture
3. 3
   درجة الحرارةcooled
4. 4
   استخلاصThe separated oil was extracted with dichloromethane
5. 5
   غسيلthe extract was washed with brine
6. 6
   أخرىdried
7. 7
   تركيزconcentrated in vacuo
8. 8
   أخرىThe residue was purified by thin layer chromatography on silica gel
9. 9
   أخرىthe obtained crude solid
10. 10
    أخرىwas recrystallized from a mixture of diisopropyl ether and dichloromethane

الإجراء التجريبي

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).

المصدر