4-Bromo-2,6-difluoroaniline → 3,5-Difluoro-3′-(trifluoromethoxy)[1,1′-biphenyl]-4-amine

HRID 2360406Notes

Reaction equation

HRID 2360406 reaction equation
[F:1][C:2]1[CH:8]=[C:7](Br)[CH:6]=[C:5]([F:10])[C:3]=1[NH2:4].[F:11][C:12]([F:24])([F:23])[O:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1>>[F:1][C:2]1[CH:8]=[C:7]([C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([O:13][C:12]([F:11])([F:23])[F:24])[CH:15]=2)[CH:6]=[C:5]([F:10])[C:3]=1[NH2:4]

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)

Product 1

HCID 669977253,5-Difluoro-3′-(trifluoromethoxy)[1,1′-biphenyl]-4-amineYield 58.5%

Procedure

The title compound (0.812 g) was prepared from 2,6-difluoro-4-bromo aniline (1 g, 4.8 mmol) and 3-(trifluoromethoxy)phenylboronic acid (1.28 g, 6.24 mmol) as a colourless liquid.

Sources & evidence

ORD record
ord-5e293dc4c3da4c1aa2b494b41a4fa1e2
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

Loading…