3-(dimethylamino)-1-(1H-indol-3-yl)prop-2-en-1-one → 4-(1H-indol-3-yl)-N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]pyrimidin-2-amine
Reaction equation
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)=O.[N+]([O-])(O)=O.[F:21][C:22]([F:37])([O:26][C:27]1[CH:28]=[C:29]([NH:33][C:34]([NH2:36])=[NH:35])[CH:30]=[CH:31][CH:32]=1)[CH:23]([F:25])[F:24]>>[F:21][C:22]([F:37])([O:26][C:27]1[CH:28]=[C:29]([NH:33][C:34]2[N:36]=[C:5]([C:7]3[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[NH:9][CH:8]=3)[CH:4]=[CH:3][N:35]=2)[CH:30]=[CH:31][CH:32]=1)[CH:23]([F:24])[F:25]Participants
3
Procedure
In accordance with the general procedure described in Example 32, reaction of 213 mg(1 mmol) of 3-dimethylamino-1-(3-indolyl)-2-propen- 1-one [described in EP-A-0 233 461] and 310 mg (1 mmol) of 3-(1,1,2,2-tetrafluoroethoxy)phenylguanidine nitrate gives N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4-(3-indolyl)-2-pyrimidine-amine; m.p. 140°-142°, FAB-MS: 403 (M+ +1).
Sources & evidence
- ORD record
- ord-794e1266e65940e8a64a86be6ad5f21e
- Source dataset
- uspto-grants-1996_05
- Patent number
- US05521184
Reaction notes
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