N-{3-tert-Butyl-1-[4-(2-methoxyethoxy)phenyl]-1H-pyrazol-5-yl}-N'-[4-(pyridin-4-yloxy)-phenyl]urea → N-{3-tert-Butyl-1-[4-(2-methoxyethoxy)phenyl]-1H-pyrazol-5-yl}-N'-{2-fluoro-4-[(2-methylpyridin-4-yl)oxy]phenyl}urea
Reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:21][C:22](NC2C=CC(OC3C=CN=CC=3)=CC=2)=[O:23])[N:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][O:19][CH3:20])=[CH:12][CH:11]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[F:38][C:39]1[CH:44]=[C:43]([O:45][C:46]2[CH:51]=[CH:50][N:49]=[C:48]([CH3:52])[CH:47]=2)[CH:42]=[CH:41][C:40]=1[NH2:53]>>[C:1]([C:5]1[CH:6]=[C:7]([NH:21][C:22]([NH:53][C:40]2[CH:41]=[CH:42][C:43]([O:45][C:46]3[CH:51]=[CH:50][N:49]=[C:48]([CH3:52])[CH:47]=3)=[CH:44][C:39]=2[F:38])=[O:23])[N:8]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][O:19][CH3:20])=[CH:14][CH:15]=2)[N:9]=1)([CH3:4])([CH3:2])[CH3:3]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared in the same manner as described for 1-{5-tert-butyl-2-[4-(2-methoxyethoxy)phenyl]-2H-pyrazol-3-yl}-3-[4-(pyridin-4-yloxy)-phenyl]urea, replacing 4-(pyridin-4-yloxy)phenylamine with 2-fluoro-4-(2-methyl-pyridin-4-yloxy)phenyl-amine. 1H-NMR (DMSO-d6) δ 8.96 (s, 1H), 8.74 (s, 1H), 8.29 (d, J=6.0 Hz, 1H), 8.14 (t, J=9.3 Hz, 1H), 7.38 (d, J=9.0 Hz, 2H), 7.18 (d, J=9.0 Hz, 1H), 7.08 (dd, J=11.7, 2.4 Hz, 2H), 6.95 (d, J=7.5 Hz, 1H), 6.76 (d, J=2.4 Hz, 1H), 6.73 to 6.70 (m, 1H), 6.34 (s, 1H), 4.16 to 4.12 (m, 2H), 3.68 to 3.65 (m, 2H), 3.30 (s, 3H), 2.38 (s, 3H), 1.24 (s, 9H); MS LC-MS [M+H]+=534, RT=2.39 min.
Sources & evidence
- ORD record
- ord-96ed8a1606c74ca499b2a1d430e42b33
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08207166B2
Reaction notes
Loading…