(3-Bromophenyl)boronic acid → 2-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-methylpyridine

HRID 1927892Notes

Reaction equation

HRID 1927892 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]=[C:10](I)[CH:9]=2)=[CH:4][CH:3]=1.[Br:16][C:17]1[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][CH:22]=1>>[Br:16][C:17]1[CH:18]=[C:19]([C:10]2[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH:13]=[C:12]([CH3:14])[N:11]=2)[CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 574686424-(4-Chloro-phenyl)-2-iodo-6-methyl-pyridine

Product 1

HCID 574687502-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-methylpyridine

Procedure

The title compound was prepared from 4-(4-chloro-phenyl)-2-iodo-6-methyl-pyridine (example A.29) (1.5 g, 5 mmol) and commercially available 3-bromo-benzene-boronic acid (1.005 g, 5 mmol) according to the general procedure IVb. Obtained as a white solid (0.15 g, 8.4%). MS (ISP) 358.0 [(M+H)+], 360.0 [(M+2+H)+] and 362.2 [(M+4+H)+].

Sources & evidence

ORD record
ord-707e40d730e544d886a497d315ae4704
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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