4-Acetylphenylboronic acid → HCID 59654837, compound

HRID 2053117Notes

Reaction equation

HRID 2053117 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16](Br)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1.[C:21]([C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1)(=[O:23])[CH3:22]>>[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16]([C:27]3[CH:28]=[CH:29][C:24]([C:21](=[O:23])[CH3:22])=[CH:25][CH:26]=3)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1

Participants

3

Procedure

Methyl ester (16) (100 mg, 0.30 mmol) was coupled to 4-acetyl-phenylboronic acid (53 mg, 0.33 mmol) using Method E. The crude compound was purified by column chromatography, eluting in 17% EtOAc in heptane to give the title compound. Yield: 26 mg, 23%; LC/MS tr 1.45 min; MS(ES+) m/z 378 (M+H)

Workup

  1. customThe crude compound was purified by column chromatography
  2. washeluting in 17% EtOAc in heptane

Sources & evidence

ORD record
ord-e5a411243de74027b16b4a73f2db70b5
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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