2,6-Dibromopyridine → 6'-Bromo-6-methyl-4-(4-trifluoromethylphenyl)-[2,2']bipyridinyl

HRID 1927886Notes

Reaction equation

HRID 1927886 reaction equation
I[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[CH:5]=[C:4]([CH3:18])[N:3]=1.[Br:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22](Br)[N:21]=1>C([Mg]Br)(C)C.[Zn+2].[Br-].[Br-]>[Br:19][C:20]1[N:21]=[C:22]([C:2]2[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=3)[CH:5]=[C:4]([CH3:18])[N:3]=2)[CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 122742,6-DibromopyridineHCID 574686452-Iodo-6-methyl-4-(4-trifluoromethyl-phenyl)pyridine

Product 1

HCID 866154406'-Bromo-6-methyl-4-(4-trifluoromethylphenyl)-[2,2']bipyridinyl

Reagents, catalysts & solvents 1

HCID 178461728HCID 178461728, compoundCatalyst

Procedure

The title compound was prepared from 2-iodo-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine (example A.31) (1.09 g, 3.0 mmol), i-PrMgBr/ZnBr2 and commercially available 2,6-dibromopyridine (2.13 g, 9 mmol) according to the general procedure IVc protocol b. Obtained as a light yellow solid (0.826 g, 70%). MS (ISP) 393.0 [(M+H)+] and 394.8 [(M+2+H)+].

Sources & evidence

ORD record
ord-03326184e05740f0871c94e7fda9326b
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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