3-Tolylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, N-(4-hydroxybutyl)-3'-methyl-

HRID 2425163Notes

Reaction equation

HRID 2425163 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)=[CH:12][CH:11]=1)(=[O:9])=[O:8].[CH3:17][C:18]1[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][CH:23]=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:21]=[CH:20][CH:19]=[C:18]([CH3:17])[CH:23]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 27339503-Tolylboronic acidHCID 160947204-Bromo-N-(4-hydroxybutyl)benzene-1-sulfonamide

Product 1

HCID 11609431[1,1'-Biphenyl]-4-sulfonamide, N-(4-hydroxybutyl)-3'-methyl-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(4-hydroxybutyl)-amide and 3-methylphenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 21.1, 25.8, 29.5, 42.6, 60.2, 124.1, 127.1, 127.3, 129.0, 138.4, 138.6, 139.2 and 143.9.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-e719b94fe883473498027a4f8283f45b
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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