4-Bromo-3-chloroaniline → 2-Methoxy-2'-methyl-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

HRID 405265Notes

Reaction equation

HRID 405265 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[O:9][CH3:10].[CH3:11][C:12]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:13]=1B(O)O.BrC1C=CC(N)=CC=1Cl.FC(F)(F)C1C=CC(B(O)O)=CC=1>>[CH3:10][O:9][C:3]1[CH:4]=[C:5]([NH2:6])[CH:7]=[CH:8][C:2]=1[C:13]1[CH:14]=[CH:15][C:16]([C:18]([F:19])([F:21])[F:20])=[CH:17][C:12]=1[CH3:11]

Participants

5

Reactant 4

HCID 888884-Bromo-3-chloroanilineHCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 70182544-Bromo-3-methoxyanilineHCID 445581522-Methyl-4-(trifluoromethyl)benzeneboronic acid

Product 1

HCID 866742952-Methoxy-2'-methyl-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

Procedure

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

Sources & evidence

ORD record
ord-9341a2f8645449ecae6328eb517405fe
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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