4-Bromo-2,6-difluoroaniline → HCID 66997257, compound

HRID 2360432Notes

Reaction equation

HRID 2360432 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][C:18]=1[O:19][CH3:20]>>[F:10][C:4]1[CH:3]=[C:2]([C:16]2[CH:15]=[CH:14][C:13]([O:12][CH3:11])=[C:18]([O:19][CH3:20])[CH:17]=2)[CH:8]=[C:7]([F:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 27347023,4-Dimethoxyphenylboronic acid

Product 1

HCID 66997257HCID 66997257, compoundYield 30.6%

Procedure

The title compound (39 mg) was prepared from 4-bromo-2,6-difluoroaniline (100 mg, 0.48 mmol) and 3,4-dimethoxyphenylboronic acid (113 mg, 0.62 mmol) as a pale-yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.25 (dd, J 2, 8.3, 2H), 7.18-7.10 (m, 2H), 6.94 (d, J 8.4, 1H), 5.21 (s, 2H), 3.81 (s, 3H), 3.75 (s, 3H).

Sources & evidence

ORD record
ord-d14cbc862101482598035ade7196fd6d
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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