4-Acetylphenylboronic acid → 4'-Acetyl-N-(5-hydroxypentyl)[1,1'-biphenyl]-4-sulfonamide

HRID 2425143Notes

Reaction equation

HRID 2425143 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].[C:18]([C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1)(=[O:20])[CH3:19]>>[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:24]2[CH:25]=[CH:26][C:21]([C:18](=[O:20])[CH3:19])=[CH:22][CH:23]=2)=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 37021224-Acetylphenylboronic acidHCID 160947214-Bromo-N-(5-hydroxypentyl)benzene-1-sulfonamide

Product 1

HCID 160947334'-Acetyl-N-(5-hydroxypentyl)[1,1'-biphenyl]-4-sulfonamide

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(5-hydroxypentyl)-amide and 4-acetylphenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 22.6, 26.9, 28.9, 32.0, 42.6, 60.5, 127.0, 127.3, 127.9, 128.9, 136.4, 140.2, 142.5, 142.9 and 197.6.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8c0a1ce78ef4481cb1323fc36aadfa06
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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