4-Bromo-2-fluoroaniline → 3-Fluoro-3'-propoxybiphenyl-4-amine

HRID 2360456Notes

Reaction equation

HRID 2360456 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.[CH2:10]([O:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1)[CH2:11][CH3:12]>>[F:9][C:4]1[CH:3]=[C:2]([C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([O:13][CH2:10][CH2:11][CH3:12])[CH:19]=2)[CH:8]=[CH:7][C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 1230504-Bromo-2-fluoroanilineHCID 3691230(3-Propoxyphenyl)boronic acid

Product 1

HCID 669972093-Fluoro-3'-propoxybiphenyl-4-amineYield 71.3%

Procedure

The title compound (280 mg) was prepared from 4-bromo-2-fluoroaniline (390 mg, 1.6 mmol) and 3-propoxyphenylboronic acid (369 mg, 2 mmol) as a colourless liquid.

Sources & evidence

ORD record
ord-68a0483cb3f3466bb491d27ca4bf94e9
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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