Phenylboronic Acid → HCID 59654761, compound

HRID 2053149Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13](=[O:22])[C:14]2[CH:19]=[CH:18][C:17](Br)=[CH:16][C:15]=2[CH3:21])[CH:7]=1)[CH3:2].[C:24]1(B(O)O)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]([C:14]2[CH:19]=[CH:18][C:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:16][C:15]=2[CH3:21])=[O:22])[CH:7]=1)[CH3:2]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 59654624HCID 59654624, compound

Product 1

HCID 59654761HCID 59654761, compound

Conditions

Temperature: 80 °C

Procedure

[3-(4-Bromo-2-methyl-benzoylamino)-phenyl]-acetic acid ethyl ester (188 mg, 0.50 mmol) was coupled to phenylboronic acid using Method E, except that the reaction mixture was heated at 80° C. The crude residue was purified by column chromatography using 20% EtOAc in heptane to give the title compound.

Workup

customThe crude residue was purified by column chromatography

Sources & evidence

ORD record: ord-b458d29b74004e8c9cfc4fea4f1e935c
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326732B2

Reaction notes

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