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

HRID 1989159Notes

Reaction equation

HRID 1989159 reaction equation
[CH:1]1([C:4]2[N:9]=[C:8](OS(C(F)(F)F)(=O)=O)[CH:7]=[C:6]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[CH:5]=2)[CH2:3][CH2:2]1.[Br:28][C:29]1[CH:30]=[C:31](B(O)O)[CH:32]=[CH:33][CH:34]=1>>[Br:28][C:29]1[CH:34]=[C:33]([C:8]2[CH:7]=[C:6]([C:18]3[CH:19]=[CH:20][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:22][CH:23]=3)[CH:5]=[C:4]([CH:1]3[CH2:2][CH2:3]3)[N:9]=2)[CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 57468747Trifluoro-methanesulfonic acid 6-cyclopropyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl ester

Product 1

HCID 574687462-(3-Bromo-phenyl)-6-cyclopropyl-4-(4-trifluoromethyl-phenyl)-pyridine

Procedure

The title compound was prepared from trifluoro-methanesulfonic acid 6-cyclopropyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl ester (example A.34) (1.0 g, 2.43 mmol) and commercially available 3-bromo-benzene-boronic acid (0.573 g, 2.85 mmol) according to the general procedure IVb. Obtained as a white solid (0.91 g, 89%). MS (ISP) 418.1 [(M+H)+] and 420.1 [(M+2+H)+].

Sources & evidence

ORD record
ord-d323089ffce940d492ac169d0f3ef4a5
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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