3-Ethoxybenzeneboronic acid → HCID 67111261, compound

HRID 2363157Notes

Reaction equation

HRID 2363157 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([F:23])[C:17]=1[NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH2:5][NH:6][C:7]([C:9]1[S:10][C:11](Br)=[CH:12][CH:13]=1)=[O:8].[CH2:24]([O:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][CH:32]=1)[CH3:25]>>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([F:23])[C:17]=1[NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH2:5][NH:6][C:7]([C:9]1[S:10][C:11]([C:31]2[CH:30]=[CH:29][CH:28]=[C:27]([O:26][CH2:24][CH3:25])[CH:32]=2)=[CH:12][CH:13]=1)=[O:8]

Participants

3

Reactant 2

HCID 27739203-Ethoxybenzeneboronic acidHCID 67111227HCID 67111227, compound

Product 1

HCID 67111261HCID 67111261, compoundYield 62%

Procedure

5-Bromo-thiophene-2-carboxylic acid 3,5-difluoro-4-methanesulfonylamino-benzylamide (80 mg, 0.19 mmol) was reacted with 3-ethoxy phenyl boronic acid (37.5 mg, 0.23 mmol) to give the title compound (55 mg, 62%) after purification by column chromatography (gradient 12% to 100% EtOAc in n-hexane).

Sources & evidence

ORD record
ord-b90b8e26747f41acbb01b540ebb2d45d
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

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