4-Bromo-2,6-difluoroaniline → HCID 66997771, compound

HRID 2360428Notes

Reaction equation

HRID 2360428 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1B(O)O>>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 17750233(2-Chloro-5-methoxyphenyl)boronic acid

Product 1

HCID 66997771HCID 66997771, compoundYield 74.9%

Procedure

The title compound (97 mg) was prepared from 4-bromo-2,6-difluoroaniline (100 mg, 0.48 mmol) and 2-chloro-5-methoxyphenylboronic acid (116 mg, 0.62 mmol) as a yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.40 (d, J 9.6, 1H), 7.02 (d, J 7.7, 2H), 6.92 (s, 2H), 5.39 (s, 2H), 3.77 (s, 3H).

Sources & evidence

ORD record
ord-6a78a36cf59846f485a5bc56db04ffb3
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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