4-Phenylsemicarbazide → 1-[(E)-1-[3-[(7-fluoroquinolin-6-yl)methyl]imidazo[1,2-b]pyridazin-6-yl]ethylideneamino]-3-phenylurea
Reaktionsgleichung
[C:1]1([NH:7][C:8]([NH:10][NH2:11])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:12][C:13]1[CH:22]=[C:21]2[C:16]([CH:17]=[CH:18][CH:19]=[N:20]2)=[CH:15][C:14]=1[CH2:23][C:24]1[N:28]2[N:29]=[C:30]([C:33](=O)[CH3:34])[CH:31]=[CH:32][C:27]2=[N:26][CH:25]=1>>[F:12][C:13]1[CH:22]=[C:21]2[C:16]([CH:17]=[CH:18][CH:19]=[N:20]2)=[CH:15][C:14]=1[CH2:23][C:24]1[N:28]2[N:29]=[C:30](/[C:33](=[N:11]/[NH:10][C:8]([NH:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[O:9])/[CH3:34])[CH:31]=[CH:32][C:27]2=[N:26][CH:25]=1Komponenten
3
Versuchsvorschrift
The title compound was prepared from N-phenylhydrazine carboxamide and 1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-ethanone in analogy to the synthesis of example 1 in 36% yield. 1H-NMR (400 MHz, DMSO-d6) δ ppm 10.13 (s, 1H), 9.06 (s, 1H), 8.86 (dd, 1H), 8.30 (t, 2H), 8.06 (d, 1H), 7.96 (d, 1H), 7.78 (d, 1H), 7.69 (s, 1H), 7.60 (d, 2H), 7.48 (q, 1H), 7.31 (t, 2H), 7.04 (t, 1H), 4.58 (s, 2H), 2.32 (s, 3H). LCMS (method C): [MH]+=454, tR=3.89 min.