4-Cyanophenylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, 4'-cyano-N-(5-hydroxypentyl)-

HRID 2425144Notes

Reaction equation

HRID 2425144 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:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)#[N: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:23]2[CH:24]=[CH:25][C:20]([C:18]#[N:19])=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 160947214-Bromo-N-(5-hydroxypentyl)benzene-1-sulfonamide

Product 1

HCID 11559254[1,1'-Biphenyl]-4-sulfonamide, 4'-cyano-N-(5-hydroxypentyl)-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(5-hydroxypentyl)-amide and 4-cyanophenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 22.6, 28.9, 32.0, 42.6, 60.5, 111.0, 118.7, 127.3 127.0, 127.9, 128.1, 133.0, 140.6, 141.9 and 143.1.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-d7804d659c9c425cb1f5adb502543fd5
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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