Phenylboronic Acid → HCID 59654851, compound

HRID 1444249Notes

Reaction equation

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

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 59654711HCID 59654711, compound

Product 1

HCID 59654851HCID 59654851, compound

Conditions

Temperature: 80 °C

Procedure

[3-(3-Bromo-benzoylamino)-phenyl]-acetic acid ethyl ester (203 mg, 0.56 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-437c714eeae440a8900044ea861d6a28
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662839B2

Reaction notes

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