Ethyl 3-(4-Fluorophenyl)-3-Oxopropanoate → 2-cyclopropyl3-(4-chlorophenyl)-7-(4-fluorophenyl)-pyrazolo[1,5-a]pyrimidin-5(4H)-one
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH:14]3[CH2:16][CH2:15]3)=[N:10][NH:11][C:12]=2[NH2:13])=[CH:4][CH:3]=1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([C:24](=O)[CH2:25][C:26](OCC)=[O:27])=[CH:20][CH:19]=1>N1C=CC=CC=1>[CH:14]1([C:9]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[C:12]3[NH:13][C:26](=[O:27])[CH:25]=[C:24]([C:21]4[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=4)[N:11]3[N:10]=2)[CH2:16][CH2:15]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
4-(4-Chlorophenyl)-3-cyclopropyl-1H-pyrazol-5-amine (121 mg) and ethyl 3-(4-fluorophenyl)-3-oxopropanoate (0.095 mL) are stirred overnight in a pyridine (7 mL) solvent at 95° C. After cooling to room temperature, the reaction solvent is removed by distillation under reduced pressure. The remainder is extracted with ethyl acetate and water. The extracted organic layer is washed with brine and dehydrated with anhydrous MgSO4. The dehydrated organic layer is distilled under reduced pressure and purified by column chromatography to yield 75 mg of the target compound. 1H NMR (CDCl3, 300 MHz): δ 10.15 (br, 1H), 8.02 (m, 2H), 7.42 (m, 4H), 7.18 (m, 2H), 4.08 (br, 1H), 1.80 (m, 1H) 0.89 (m, 4H).