4-Bromo-2-fluoroaniline → 3-Fluoro-3′-(trifluoromethoxy)[1,1′-biphenyl]-4-amine

Participants

Role	Name	HCID	Charge
Reactant	4-Bromo-2-fluoroaniline	HCID 123050	—
Reactant	3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)	HCID 2734385	—
Product	3-Fluoro-3′-(trifluoromethoxy)[1,1′-biphenyl]-4-amine	HCID 55131331	34.8%

Reaction Steps

The title compound (0.5 g) was prepared from 4-Bromo-2-fluoroaniline (1 g, 5.3 mmol) and 3-(trifluoromethoxy)phenylboronic acid (1.4 g, 6.8 mmol) as a yellow liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.62 (d, J 8, 1H), 7.53 (s, 1H), 7.48 (t, J 8, 1H), 7.42 (dd, J 2, 9.1, 1H), 7.28 (dd, J 2, 8.3, 1H), 7.23 (d, J 11, 1H), 6.82 (t, J 8.5, 1H), 5.40 (s, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08686048B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-e5b8b6b84afa4c51b93fb62b086708e0
Source note	uspto-grants-2014_04