4-Bromo-2,6-difluoroaniline → 3,5-Difluoro-3'-isobutoxybiphenyl-4-amine

HRID 2360423Notes

Reaction equation

HRID 2360423 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[CH2:11]([O:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1)[CH:12]([CH3:14])[CH3:13]>>[F:10][C:4]1[CH:3]=[C:2]([C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([O:15][CH2:11][CH:12]([CH3:14])[CH3:13])[CH:21]=2)[CH:8]=[C:7]([F:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 16217826B-[3-(2-Methylpropoxy)phenyl]boronic acid

Product 1

HCID 669976963,5-Difluoro-3'-isobutoxybiphenyl-4-amineYield 60.1%

Procedure

The title compound (0.16 g) was prepared from 4-bromo-2,6-difluoroaniline (0.2 g, 0.96 mmol) and 3-isobutoxyphenylboronic acid (0.242 g, 1.2 mmol) as a yellow liquid.

Sources & evidence

ORD record
ord-1627c2ecbde74d788f3dd4bf0883f2a8
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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