4-(Dimethylamino)phenylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, 4'-(dimethylamino)-N-(5-hydroxypentyl)-

HRID 2425148Notes

Reaction equation

HRID 2425148 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][N:19]([CH3:29])[C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=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:23]2[CH:24]=[CH:25][C:20]([N:19]([CH3:29])[CH3:18])=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 27343444-(Dimethylamino)phenylboronic acidHCID 160947214-Bromo-N-(5-hydroxypentyl)benzene-1-sulfonamide

Product 1

HCID 11610226[1,1'-Biphenyl]-4-sulfonamide, 4'-(dimethylamino)-N-(5-hydroxypentyl)-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(5-hydroxypentyl)-amide and 4-dimethylaminophenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 22.7, 28.9, 32.0, 39.9, 42.6, 60.5, 112.6, 125.5, 125.8, 127.1, 127.8, 137.5, 143.9 and 150.5.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-ca4e71f164c94770aad3ce9afe7d79e7
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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