4-Fluorophenylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, 4'-fluoro-N-(4-hydroxybutyl)-2-methyl-

HRID 2425165Notes

Reaction equation

HRID 2425165 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13](Br)=[C:12]([CH3:17])[CH:11]=1)(=[O:9])=[O:8].[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:22]2[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=2)=[C:12]([CH3:17])[CH:11]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 160947244-Bromo-N-(4-hydroxybutyl)-3-methylbenzene-1-sulfonamide

Product 1

HCID 11588088[1,1'-Biphenyl]-4-sulfonamide, 4'-fluoro-N-(4-hydroxybutyl)-2-methyl-

Procedure

Using a method analogous to that described in Example 40, 4-bromo-3-methylphenyl-sulfonic acid-(4-hydroxybutyl)-amide and 4-fluorophenyl boronic acid were reacted to give the title compound as a thick oil. δC (CDCl3, 62.9 MHz): 20.6, 26.4, 29.6, 43.1, 62.2, 115.4 (d, J 21.5), 124.5, 128.8, 130.5, 130.6, 136.1 (d, J 2.9), 136.9, 138.6, 145.3 and 162.4 (d, J 247.1).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-f4f7c2f40bc04cdd9830043a33fac33a
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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