4-Bromoaniline → 2'-Chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

HRID 405249Notes

Reaction equation

HRID 405249 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=1B(O)O.BrC1C=CC(N)=CC=1Cl.FC(F)(F)C1C=CC(B(O)O)=CC=1>>[Cl:9][C:10]1[CH:15]=[C:14]([C:16]([F:17])([F:18])[F:19])[CH:13]=[CH:12][C:11]=1[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 78074-BromoanilineHCID 888884-Bromo-3-chloroanilineHCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 2783251[2-Chloro-4-(trifluoromethyl)phenyl]boronic acid

Product 1

HCID 691335142'-Chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

Procedure

The title compound was prepared as described in Example 159 substituting 4-bromoaniline and (2-chloro-4-(trifluoromethyl)phenyl)boronic acid for 4-bromo-3-chloroaniline and (4-(trifluoromethyl)phenyl)boronic acid, respectively.

Sources & evidence

ORD record
ord-b979d84848004730af0e81e1951fc5aa
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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