(3-Bromophenyl)boronic acid → 2-(3-Bromo-phenyl)-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine

HRID 1927881Notes

Reaction equation

HRID 1927881 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](OS(C(F)(F)F)(=O)=O)[CH:5]=[C:4]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[CH:3]=1.[Br:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][CH:32]=1>>[Br:26][C:27]1[CH:28]=[C:29]([C:6]2[CH:5]=[C:4]([C:16]3[CH:17]=[CH:18][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:20][CH:21]=3)[CH:3]=[C:2]([CH3:1])[N:7]=2)[CH:30]=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 57468647Trifluoro-methanesulfonic acid 6-methyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl ester

Product 1

HCID 574687452-(3-Bromo-phenyl)-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine

Procedure

The title compound was prepared from trifluoro-methanesulfonic acid 6-methyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl ester (example A.32) (1.0 g, 2.6 mmol) and commercially available 3-bromo-benzene-boronic acid (0.573 g, 2.85 mmol) according to the general procedure IVb. Obtained as an off-white solid (1.00 g, 98%). MS (ISP) 392.0 [(M+H)+] and 394.0 [(M+2+H)+].

Sources & evidence

ORD record
ord-f27067966f7141c69bc40628df13fcf0
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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