HCID 58444567, compound → 5-Butyl-2-{4'-[(3,5-difluoro-4-trifluoromethylphenoxy)difluoromethyl]-2,3',5'-trifluorobiphenyl-4-yl}tetrahydropyran
Reaction equation
[CH2:1]([CH:5]1[CH2:10][O:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14](B3OC(C)(C)C(C)(C)O3)=[C:13]([F:26])[CH:12]=2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].Br[C:28]1[CH:33]=[C:32]([F:34])[C:31]([C:35]([F:50])([F:49])[O:36][C:37]2[CH:38]=[C:39]([F:48])[C:40]([C:44]([F:47])([F:46])[F:45])=[C:41]([F:43])[CH:42]=2)=[C:30]([F:51])[CH:29]=1>>[CH2:1]([CH:5]1[CH2:10][O:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([C:28]3[CH:29]=[C:30]([F:51])[C:31]([C:35]([O:36][C:37]4[CH:42]=[C:41]([F:43])[C:40]([C:44]([F:45])([F:47])[F:46])=[C:39]([F:48])[CH:38]=4)([F:49])[F:50])=[C:32]([F:34])[CH:33]=3)=[C:13]([F:26])[CH:12]=2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]Participants
3
Procedure
The compound according to the invention is prepared analogously to Example 2 by Suzuki coupling of 5-butyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran to 5-((4-bromo-2,6-difluorophenyl)difluoromethoxy)-1,3-difluoro-2-(trifluoromethyl)benzene. 5-Butyl-2-{4′-[(3,5-difluoro-4-trifluoromethylphenoxy)difluoromethyl]-2,3′,5′-trifluorobiphenyl-4-yl}tetrahydropyran is obtained as a colourless solid having an m.p. of 88° C. The successful synthesis is confirmed perfectly by NMR spectroscopy (1H, 19F, 13C) and mass spectroscopy (EI).
Sources & evidence
- ORD record
- ord-a980b7b30f39475f82608ae6c343828b
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08211513B2
Reaction notes
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