5-[4-Fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-methylsulfanyl-[1,2,4]triazine → 3-(3,5-Difluoro-pyridin-2-yl)-5-[4-fluoro-3-(3-fluoropyridin-2-yl)phenyl]-[1,2,4]triazine
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10](SC)[N:11]=[N:12][CH:13]=2)=[CH:4][C:3]=1[C:16]1[C:21]([F:22])=[CH:20][CH:19]=[CH:18][N:17]=1.[F:23][C:24]1[C:25]([Sn](CCCC)(CCCC)CCCC)=[N:26][CH:27]=[C:28]([F:30])[CH:29]=1>>[F:23][C:24]1[C:25]([C:10]2[N:11]=[N:12][CH:13]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[C:3]([C:16]4[C:21]([F:22])=[CH:20][CH:19]=[CH:18][N:17]=4)[CH:4]=3)[N:9]=2)=[N:26][CH:27]=[C:28]([F:30])[CH:29]=1Participants
3
Procedure
A solution of 5-[4-fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-methylsulfanyl-[1,2,4]triazine and 3, 5-difluoro-2-tributylstannylpyridine were coupled together by the method of Example 36 to give 3-(3,5-difluoro-pyridin-2-yl)-5-[4-fluoro-3-(3-fluoropyridin-2-yl)phenyl]-[1,2,4]triazine: δH (500 MHz, CDCl3) 7.34 (1H, m), 7.40-7.48 (2H, m), 7.56-7.60 (1H, m), 8.43-8.46 (1H, m), 8.54 (1H, dd, J 2.4, 6.6 Hz), 8.61 (2H, m), 9.78 (1H, s); m/z (ES+) 384.
Sources & evidence
- ORD record
- ord-ea5c72c38c064492af9994c6b1863ab6
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06969716B2
Reaction notes
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