2-Methoxyphenylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, N-(5-hydroxypentyl)-2'-methoxy-

HRID 2425146Notes

Reaction equation

HRID 2425146 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][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1B(O)O>>[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:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[O:19][CH3:18])=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 27339582-Methoxyphenylboronic acidHCID 160947214-Bromo-N-(5-hydroxypentyl)benzene-1-sulfonamide

Product 1

HCID 11530388[1,1'-Biphenyl]-4-sulfonamide, N-(5-hydroxypentyl)-2'-methoxy-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(5-hydroxypentyl)-amide and 2-methoxyphenyl boronic acid were reacted to give the title compound as a clear oil. δC (DMSO, 62.9 MHz): 22.7, 29.0, 32.0, 42.7, 55.6, 60.6, 115.5, 121.4, 125.3, 126.1, 128.2, 129.8, 130.2, 138.8, 142.1 and 156.1.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-61367b5932e74719b5cc400242f5d719
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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