4-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinazoline → 1-(4-Chloro-3-trifluoromethylphenyl)-3-(2-{6-methoxy-7-[3-(4-methylpiperazin-1-yl)-propoxy]quinazolin-4-ylamino}benzothiazol-6-yl)urea
反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:25][C:26]1[S:27][C:28]2[CH:34]=[C:33]([NH:35][C:36]([NH:38][C:39]3[CH:44]=[CH:43][C:42]([Cl:45])=[C:41]([C:46]([F:49])([F:48])[F:47])[CH:40]=3)=[O:37])[CH:32]=[CH:31][C:29]=2[N:30]=1>>[Cl:45][C:42]1[CH:43]=[CH:44][C:39]([NH:38][C:36]([NH:35][C:33]2[CH:32]=[CH:31][C:29]3[N:30]=[C:26]([NH:25][C:2]4[C:11]5[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]6[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]6)=[C:9]([O:12][CH3:13])[CH:10]=5)[N:5]=[CH:4][N:3]=4)[S:27][C:28]=3[CH:34]=2)=[O:37])=[CH:40][C:41]=1[C:46]([F:48])([F:47])[F:49]参加物
3
反応物 2
生成物 1
実験手順
1-(4-Chloro-3-trifluoromethylphenyl)-3-(2-{6-methoxy-7-[3-(4-methylpiperazin-1-yl)-propoxy]quinazolin-4-ylamino}benzothiazol-6-yl)urea was prepared from 4-chloro-6-methoxy-7-[3-(4-methylpiperazin-1-yl)-propoxy]quinazoline (Intermediate 6, 38.6 mg, 0.11 mmol) and 1-(2-aminobenzothiazol-6-yl)-3-(4-chloro-3-tri-fluoromethylphenyl)urea (Intermediate 3, 42.5 mg, 0.11 mmol) according to GP 1. The crude product was isolated by centrifugation and washed thoroughly with dioxane, methanol, water, and finally methanol. After drying, tetrahydrofuran was added (0.5 mL) and the mixture was filtered through glass wool to obtain pure product (pale yellow solid, 36 mg, 52 μmol, 47%). LC/ESI-MS: m/z=701 [M(35Cl)+H]+; m/z=699 [M(35Cl)−H]−; Rt=2.88 min.