4-Bromo-3-fluorobenzeneboronic acid → [(4'-Bromo-3'-fluorobiphenyl-4-yl)methoxy](tert-butyl)dimethylsilane

HRID 1626826Notes

Reaction equation

HRID 1626826 reaction equation
[C:1]([Si:5]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13](I)=[CH:12][CH:11]=1)([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2].[Br:17][C:18]1[CH:23]=[CH:22][C:21](B(O)O)=[CH:20][C:19]=1[F:27]>>[Br:17][C:18]1[CH:23]=[CH:22][C:21]([C:13]2[CH:14]=[CH:15][C:10]([CH2:9][O:8][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:7])[CH3:6])=[CH:11][CH:12]=2)=[CH:20][C:19]=1[F:27]

Participants

3

Reactant 2

HCID 27733354-Bromo-3-fluorobenzeneboronic acidHCID 10020633Tert-butyl[(4-iodophenyl)methoxy]dimethylsilane

Product 1

HCID 68193222[(4'-Bromo-3'-fluorobiphenyl-4-yl)methoxy](tert-butyl)dimethylsilaneYield 73%

Procedure

In accordance with Example 4-(2), but using tert-butyl[(4-iodobenzyl)oxy]dimethylsilane instead of tert-butyl[2-(4-iodophenyl)ethoxy]dimethylsilane, and (4-bromo-3-fluorophenyl)boronic acid instead of (4-bromophenyl)boronic acid, the title compound (yield 73%) was afforded as a white solid.

Sources & evidence

ORD record
ord-e9ee7f848d2a4bcc9f35eee40898b271
Source dataset
uspto-grants-2014_07
Patent number
US08785462B2

Reaction notes

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