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

HRID 2425142Notes

Reaction equation

HRID 2425142 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].[CH3:18][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]([CH3:18])=[CH:20][CH:21]=2)=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 79799Tolylboronic acidHCID 160947214-Bromo-N-(5-hydroxypentyl)benzene-1-sulfonamide

Product 1

HCID 11508246[1,1'-Biphenyl]-4-sulfonamide, N-(5-hydroxypentyl)-4'-methyl-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(5-hydroxypentyl)-amide and 4-methylphenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 20.8, 22.6, 28.9, 32.0, 42.6, 60.5, 126.9, 127.0, 127.3, 129.7, 135.7, 138.0, 139.0 and 143.7.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-442f6ef32f33489c8bfd6da1ad3cecf5
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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