4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorobenzenamine → 1-(4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea, hydrochloride salt
Reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][O:5][C:6]1[C:7]([CH3:24])=[C:8]2[N:13]([CH:14]=1)[N:12]=[CH:11][N:10]=[C:9]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][C:17]=1[F:23].[ClH:26].CN(C)CCCOC1C(C)=C2N(C=1)N=CN=C2OC1C=CC(N[C:50]([NH:52][C:53](=[O:62])[CH2:54][C:55]2[CH:60]=[CH:59][C:58]([F:61])=[CH:57][CH:56]=2)=[O:51])=CC=1F>>[ClH:26].[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][O:5][C:6]1[C:7]([CH3:24])=[C:8]2[N:13]([CH:14]=1)[N:12]=[CH:11][N:10]=[C:9]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:50]([NH:52][C:53](=[O:62])[CH2:54][C:55]2[CH:60]=[CH:59][C:58]([F:61])=[CH:57][CH:56]=2)=[O:51])=[CH:18][C:17]=1[F:23]Participants
3
Reactant 2
Product 1
Procedure
4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorobenzenamine (20 mg, 0.06 mmol) was converted to the title compound (6.5 mg, 19%) in a manner similar to the preparation of Compound C of Example 32. 1H NMR (CD3OD) δ 10.79 (s, 1H), 7.84 (s, 1H), 7.77 (s, 1H), 7.40–7.21 (m, 5H), 7.10–6.97 (m, 3H), 4.43–4.39 (m, 2H), 3.71 (s, 2H), 3.68–3.62 (m, 2H), 3.03 (s, 6H), 2.48 (s, 3H); HRMS(ESI), 525.2062 (M+H)+ calc, 525.2079 (M+H)+ found.
Sources & evidence
- ORD record
- ord-f41745b91909414eb2059d40568ff280
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07173031B2
Reaction notes
Loading…