2,4-Difluorophenylboronic acid → 3-Chloro-2',4'-difluoro-N-(4-hydroxybutyl)[1,1'-biphenyl]-4-sulfonamide

HRID 2425166Notes

Reaction equation

HRID 2425166 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][C:11]=1[Cl:17])(=[O:9])=[O:8].[F:18][C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1B(O)O>>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:22]2[CH:21]=[CH:20][C:19]([F:18])=[CH:24][C:23]=2[F:25])=[CH:12][C:11]=1[Cl:17])(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 27343342,4-Difluorophenylboronic acidHCID 160947224-Bromo-2-chloro-N-(4-hydroxybutyl)benzene-1-sulfonamide

Product 1

HCID 160947303-Chloro-2',4'-difluoro-N-(4-hydroxybutyl)[1,1'-biphenyl]-4-sulfonamide

Procedure

Using a method analogous to that described in Example 40, 4-bromo-2-chlorophenyl-sulfonic acid-(4-hydroxybutyl)-amide and 2,4-difluorophenyl boronic acid were reacted to give the title compound as a white solid. δC (CDCl3, 62.9 MHz): 26.4, 29.5, 41.2, 62.1, 104.9 (t, J 26.0), 112.3 (dd, J 21.3, 2.9), 122.3 (dd, J 12.7, 3.9), 127.5, 131.3, 131.5, 131.5, 131.7 (d, J 2.0), 136.2, 140.6, 159.9 (dd, J 252.0, 11.7) and 163.3 (dd, J 252.0, 11.7).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-2a4c975ba622420e9e67014c552244cd
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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