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

HRID 1927940Notes

Reaction equation

HRID 1927940 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]=[C:11](I)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].[Br:17][C:18]1[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][CH:23]=1>>[Br:17][C:18]1[CH:19]=[C:20]([C:11]2[CH:10]=[C:9]([C:4]3[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=3)[CH:14]=[C:13]([CH3:15])[N:12]=2)[CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 2734318(3-Bromophenyl)boronic acidHCID 574686764-(3,4-Dichloro-phenyl)-2-iodo-6-methylpyridine

Product 1

HCID 574687992-(3-Bromo-phenyl)-4-(3,4-dichloro-phenyl)-6-methyl-pyridine

Procedure

The title compound was prepared from 4-(3,4-dichloro-phenyl)-2-iodo-6-methyl-pyridine (example A.52) (5.5 g, ca. 60% pure, ca. 9 mmol) and commercially available 3-bromo-benzene-boronic acid (1.82 g, 9.1 mmol) according to the general procedure IVb. Obtained as a white solid (1.3 g, 36%). MS (ISP) 391.9 [(M+H)+], 394.0 [(M+2+H)+], 396.0 [(M+4+H)+] and 398.0 [(M+6+H)+].

Sources & evidence

ORD record
ord-c8525b7ccec948208a41442b64565824
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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