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

HRID 1927936Notes

Reaction equation

HRID 1927936 reaction equation
Cl[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]([C:18]([F:21])([F:20])[F:19])[N:3]=1.IC1C=C(C2C=CC(C(F)(F)F)=CC=2)C=C(C(F)(F)F)N=1.[Br:43][C:44]1[CH:45]=[C:46](B(O)O)[CH:47]=[CH:48][CH:49]=1>>[Br:43][C:44]1[CH:49]=[C:48]([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]([C:18]([F:21])([F:20])[F:19])[N:3]=2)[CH:47]=[CH:46][CH:45]=1

Participants

4

Reactant 3

HCID 2734318(3-Bromophenyl)boronic acidHCID 574686352-Chloro-6-trifluoromethyl-4-(4-trifluoromethylphenyl)-pyridineHCID 574686722-Iodo-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine

Product 1

HCID 574687952-(3-Bromo-phenyl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine

Procedure

The title compound was prepared from a mixture of 2-chloro-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine (example A.26) (65%) and 2-iodo-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine (example A.49) (35%) (5.5 g, 4.62 mmol) and commercially available 3-bromo-benzene-boronic acid (1.02 g, 5.1 mmol) according to the general procedure IVb. Obtained as a white solid (1.43 g, 69%). MS (ISP) 446.0 [(M+H)+] and 448 [(M+2+H)+]

Sources & evidence

ORD record
ord-82956fdc61784476bcbd4fa3115d993f
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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