Reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[F:22])[N:12]=[N:13][CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8].[F:23][C:24]1[CH:25]=[N:26][CH:27]=[C:28]([F:43])[C:29]=1[Sn](CCCC)(CCCC)CCCC>>[F:23][C:24]1[CH:25]=[N:26][CH:27]=[C:28]([F:43])[C:29]=1[C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[F:22])[N:12]=[N:13][CH:14]=2)[CH:5]=[CH:6][C:7]=1[F:8]Participants
3
Procedure
5-(3-Bromo-4-fluorophenyl)-3-(2,4-difluorophenyl)-[1,2,4]triazine was coupled to 3,5-difluoro-4-tributylstannylpyridine using the method of Example 6 to give 5-[3-(3,5-difluoropyridin-4-yl)-4-fluorophenyl]-3-(2,4-difluorophenyl)-[1,2,4]triazine, crystallised from hot 2-propanol as a pale yellow solid: δH (500 MHz, d6-DMSO) 7.35 (1H, m), 7.52 (1H, m), 7.79 (1H, t, J 8.9 Hz), 8.34 (1H, m), 8.71 (2H, m), 8.79 (2H, s), 10.13 (1H, s); m/z (ES+) 401.
Sources & evidence
- ORD record
- ord-96ab7a0db72645ccb80d79d3814e6668
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06969716B2
Linked notes
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