4-Bromo-2,6-difluoroaniline → HCID 66997347, compound

HRID 2360416Notes

Reaction equation

HRID 2360416 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[CH:11]([O:14][C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[CH:19][CH:20]=1)([CH3:13])[CH3:12]>>[F:10][C:4]1[CH:3]=[C:2]([C:19]2[CH:18]=[CH:17][CH:16]=[C:15]([O:14][CH:11]([CH3:13])[CH3:12])[CH:20]=2)[CH:8]=[C:7]([F:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 50839323-Isopropoxybenzeneboronic acid

Product 1

HCID 66997347HCID 66997347, compoundYield 53.8%

Procedure

The title compound (0.34 g) was prepared from 4-Bromo-2,6-difluoro aniline (0.5 g, 2.4 mmol) and 3-isopropoxyphenylboronic acid (0.337 g, 3.1 mmol) as a red liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.30-7.22 (m, 3H), 7.16-7.07 (m, 2H), 6.89 (dd, J 2.3, 8.1, 1H), 5.32 (s, 2H), 4.68 (septet, J 6, 1H), 1.26 (d, J 6, 6H).

Sources & evidence

ORD record
ord-798cd94d750a43d2ad7db93f386c0178
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

Loading…