4-Bromo-2,6-dichloroaniline → HCID 66997500, compound

HRID 2360415Notes

Reaction equation

HRID 2360415 reaction equation
Br[C:2]1[CH:8]=[C:7]([Cl:9])[C:5]([NH2:6])=[C:4]([Cl:10])[CH:3]=1.[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1B(O)O>>[Cl:10][C:4]1[CH:3]=[C:2]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[F:11])[CH:8]=[C:7]([Cl:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 696804-Bromo-2,6-dichloroanilineHCID 27343542-Fluorophenylboronic acid

Product 1

HCID 66997500HCID 66997500, compoundYield 75.4%

Procedure

The title compound (0.367 g) was prepared from 4-Bromo-2,6-dichloro aniline (0.5 g, 1.9 mmol) and 2-fluorophenylboronic acid (0.363 g, 2.6 mmol) as a white solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.50 (t, J 6.3, 1H), 7.43 (s, 2H), 7.39-7.31 (m, 1H), 7.29-7.21 (m, 2H), 5.73 (s, 2H).

Sources & evidence

ORD record
ord-1c5cb56ed45840449f6793fbe520f20c
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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