2,4-Difluorophenylboronic acid → ABD-295

HRID 2425159Notes

Reaction equation

HRID 2425159 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)=[C:12]([CH3:17])[CH:11]=1)(=[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])=[C:12]([CH3:17])[CH:11]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 27343342,4-Difluorophenylboronic acidHCID 160947244-Bromo-N-(4-hydroxybutyl)-3-methylbenzene-1-sulfonamide

Product 1

HCID 11515920ABD-295

Procedure

Using a method analogous to that described in Example 40, 4-bromo-3-methylphenyl-sulfonic acid-(4-hydroxybutyl)-amide and 2,4-difluorophenyl boronic acid were reacted to give the title compound as a thick oil. δC (DMSO, 62.9 MHz): 20.0, 26.4, 29.5, 43.1, 62.2, 104.2 (t, 25.4), 111.6 (d, J 21.5), 123.8 (d J 11.7), 124.4, 128.4, 131.7, 131.8 (m), 138.4, 139.4 (d, J 3.9), 159.4 (d J 250.0, 11.7) and 162.8 (dd 250.0, J 11.7).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-de7cc334685249f29ef7928c42783444
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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