2-(Trifluoromethyl)benzeneboronic acid → HCID 10432885, compound

HRID 1064275Notes

Reaction equation

HRID 1064275 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]([F:35])([F:34])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1B(O)O>>[F:22][C:16]1[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:15]=1[C:11]1[N:12]=[N:13][CH:14]=[C:9]([C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=3[C:24]([F:35])([F:34])[F:23])[CH:3]=2)[N:10]=1

Participants

3

Reactant 2

HCID 27343872-(Trifluoromethyl)benzeneboronic acidHCID 103842555-(3-Bromo-4-fluorophenyl)-3-(2,4-difluorophenyl)-[1,2,4]triazine

Product 1

HCID 10432885HCID 10432885, compound

Procedure

5-(3-Bromo-4-fluorophenyl)-3-(2,4-difluorophenyl)-[1,2,4]triazine was coupled to 2-trifluoromethylphenylboronic acid by the method of Example 12 to give 3-(2,4-difluorophenyl)-5-(2-fluoro-2′-trifluoromethylbiphenyl-5-yl)-[1,2,4]triazine as a pale yellow solid: δH (400 MHz, CDCl3) 6.98-7.09 (2H, m), 7.35-7.42 (2H, m), 7.65 (2H, dd, J 7.4, 17.6 Hz), 7.84 (1H, d, J 7.8 Hz), 8.21 (1H, dd, J 2.2, 6.8 Hz), 8.28-8.36 (2H, m), 9.61 (1H, s); m/z (ES+) 432.

Sources & evidence

ORD record
ord-24ca65cad38c4d72a148a3c9c796dec6
Source dataset
uspto-grants-2005_11
Patent number
US06969716B2

Reaction notes

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