4-tert-Butylphenylboronic acid → HCID 67237836, compound

HRID 2363156Notes

Reaction equation

HRID 2363156 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].[C:24]([C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1)([CH3:27])([CH3:26])[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:32]=[CH:33][C:28]([C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:29][CH:30]=2)=[CH:12][CH:13]=1)=[O:8]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 67111227HCID 67111227, compound

Product 1

HCID 67237836HCID 67237836, compoundYield 71%

Procedure

5-Bromo-thiophene-2-carboxylic acid 3,5-difluoro-4-methanesulfonylamino-benzylamide (80 mg, 0.19 mmol) was reacted with 4-tert-butyl phenyl boronic acid (40.2 mg, 0.23 mmol) to give the title compound (64 mg, 71%) after purification by column chromatography (gradient 12% to 100% EtOAc in n-hexane).

Sources & evidence

ORD record
ord-f8fd618557c54b46bfe52e49c36f4659
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

Loading…