4-Bromoaniline → 3'-Methoxy[1,1'-biphenyl]-4-amine

HRID 2360462Notes

Reaction equation

Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][O:10][C:11]1[CH:12]=[C:13](B(O)O)[CH:14]=[CH:15][CH:16]=1>>[CH3:9][O:10][C:11]1[CH:16]=[C:15]([C:2]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=2)[CH:14]=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 78074-Bromoaniline

HCID 2734370(3-Methoxyphenyl)boronic acid

Product 1

HCID 27595613'-Methoxy[1,1'-biphenyl]-4-amineYield 16.7%

Procedure

The title compound (58 mg) was prepared from 4-bromoaniline (300 mg, 1.74 mmol) and 3-methoxyphenylboronic acid (344 mg, 2.26 mmol) as a yellow liquid.

Sources & evidence

ORD record: ord-f0b86f25e4644f54818e013abeb42716
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08686048B2

Reaction notes

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