4-Bromo-2,6-difluoroaniline → HCID 66997746, compound

HRID 2360429Notes

Reaction equation

HRID 2360429 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[F:11][C:12]1[CH:13]=[C:14](B(O)O)[CH:15]=[C:16]([O:18][CH3:19])[CH:17]=1>>[F:10][C:4]1[CH:3]=[C:2]([C:14]2[CH:15]=[C:16]([O:18][CH3:19])[CH:17]=[C:12]([F:11])[CH:13]=2)[CH:8]=[C:7]([F:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 2763243(3-Fluoro-5-methoxyphenyl)boronic acid

Product 1

HCID 66997746HCID 66997746, compoundYield 42%

Procedure

The title compound (51 mg) was prepared from 4-bromo-2,6-difluoroaniline (100 mg, 0.48 mmol) and 3-fluoro-5-methoxyphenylboronic acid (106 mg, 0.62 mmol) as a yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.35 (dd, J 2.1, 8.1, 2H), 7.06 (d, J10.2, 1H), 7.01 (s, 1H), 6.71 (dd, J 2, 8.8, 1H), 5.42 (s, 2H), 3.81 (s, 3H).

Sources & evidence

ORD record
ord-62c056afd6714961aad05a52adb6b815
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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