4-Hydroxyphenylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, 4'-hydroxy-N-(5-hydroxypentyl)-

HRID 2425149Notes

Reaction equation

HRID 2425149 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14](Br)=[CH:13][CH:12]=1)(=[O:10])=[O:9].[OH: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][CH2:6][NH:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([C:22]2[CH:23]=[CH:24][C:19]([OH:18])=[CH:20][CH:21]=2)=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 27343604-Hydroxyphenylboronic acidHCID 160947214-Bromo-N-(5-hydroxypentyl)benzene-1-sulfonamide

Product 1

HCID 11559081[1,1'-Biphenyl]-4-sulfonamide, 4'-hydroxy-N-(5-hydroxypentyl)-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(5-hydroxypentyl)-amide and 4-hydroxyphenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 22.6, 28.9, 32.0, 42.6, 60.5, 116.0, 126.4, 127.2, 128.2, 129.2, 138.1, 143.8 and 158.1.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-7b7257ee2c604279bb48aa47308ec2aa
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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