4-Methoxy-3-(trifluoromethyl)benzeneboronic acid → 2-[5-(4-Methoxy-3-trifluoromethyl-phenoxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid methyl ester

HRID 226521Notes

Reaction equation

HRID 226521 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH:4]([C:9]1[CH:10]=[C:11]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[CH:12]=[C:13]([OH:15])[CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].[CH3:27][O:28][C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][C:30]=1[C:38]([F:41])([F:40])[F:39]>>[CH3:1][O:2][C:3](=[O:26])[CH:4]([C:9]1[CH:10]=[C:11]([C:16]2[CH:17]=[CH:18][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:20][CH:21]=2)[CH:12]=[C:13]([O:15][C:32]2[CH:33]=[CH:34][C:29]([O:28][CH3:27])=[C:30]([C:38]([F:39])([F:41])[F:40])[CH:31]=2)[CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 177500524-Methoxy-3-(trifluoromethyl)benzeneboronic acidHCID 577549412-(5-Hydroxy-4'-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester

Product 1

HCID 577549452-[5-(4-Methoxy-3-trifluoromethyl-phenoxy)-4'-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid methyl esterYield 25%

Procedure

The title compound was prepared in 25% yield from 2-(5-hydroxy-4′-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester and 4-methoxy-3-trifluoromethylphenylboronic acid under the conditions described in Example 15, step (g).

Sources & evidence

ORD record
ord-7cd2bdaee36a44b1a8124c6854f93be1
Source dataset
uspto-grants-2009_07
Patent number
US07557244B2

Reaction notes

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