(3-Methoxyphenyl)boronic acid → HCID 58522076, compound

HRID 2390264Notes

Reaction equation

HRID 2390264 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:3]=1.BrC1C=CC(I)=C(S(C)(=O)=O)C=1.[CH3:30][O:31]C1C=C(B(O)O)C=CC=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:31][CH3:30])[CH:9]=2)=[C:4]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:3]=1

Participants

4

Reactant 3

HCID 2734370(3-Methoxyphenyl)boronic acidHCID 58521957HCID 58521957, compoundHCID 58521981HCID 58521981, compound2×

Product 1

HCID 58522076HCID 58522076, compoundYield 74%

Procedure

Following the general method as outlined in Intermediate 203, starting from 4-bromo-1-iodo-2-(methylsulfonyl)benzene (Intermediate 202) and 3-methoxyphenylboronic acid, the title compound was obtained as a brown sticky solid in 74% yield after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-7a9a0c335c3c44cab3a10adad1e0c747
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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