Pyrazole → HCID 178487681, Verbindung

Reaktionsgleichung

[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:14])[C:8](I)=[CH:9][O:10]2)=[CH:5][CH:4]=1.[NH:15]1[CH:19]=[CH:18][CH:17]=[N:16]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH:15]1[CH:19]=[CH:18][C:17]([C:9]2[O:10][C:11]3[C:6]([C:7](=[O:14])[CH:8]=2)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)=[N:16]1

Komponenten

Versuchsvorschrift

A mixture of 7-methoxy-3-iodochromone (151 mg) prepared in Example. 21, pyrazole (136 mg), potassium carbonate (1382 mg), and dimethylformamide (15 ml) was reacted at 80° C. for 2 hours with stirring. The reaction mixture was added to ice water and extracted from chloroform. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purifiedby the silica gel column chromatography, and recrystallized from benzene/hexane to give the titled compound (90.8 mg; yield=75.0%) as light yellow needle crystals. Melting point: 170°-171° C. 1H-NMR(CDCl3, δ ppm): 3.93 (s, CH3O), 6.56 (hr. s, H3), 8.13 (d, H5), 7.00 (d, H6), 6.94 (d, H8), 6.81 (s, H3'), 7.83 (s, H4'), 8.18 (d, H5').