Reaktion #83233

Reaktionsgleichung

5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole

dibenzoylmethane

hydrochloric acid

sodium bicarbonate

→

5,7-diphenyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

Ausbeute 93.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 4 hours
2. 2
   TemperaturThe reaction mixture was cooled
3. 3
   ExtraktionThe separated oil was extracted with dichloromethane
4. 4
   Waschenthe extract was washed with brine
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe residue was purified by column chromatography on silica gel
8. 8
   Sonstigethe obtained oil was crystallized from methanol

Vorschrift

A mixture of 5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole (153 mg), dibenzoylmethane (162 mg) and conc. hydrochloric acid (0.1 ml) in ethanol (5 ml) was refluxed for 4 hours. The reaction mixture was cooled and poured into ice-water. The mixture was 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 column chromatography on silica gel and the obtained oil was crystallized from methanol to give 5,7-diphenyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (250 mg).

Quelle