4-Bromo-2-chloro-6-fluoroaniline → HCID 66996801, compound

HRID 2360449Notes

Reaction equation

HRID 2360449 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([Cl:10])[CH:3]=1.[F:11][C:12]([F:25])([F:24])[CH2:13][O:14][C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[CH:19][CH:20]=1>>[Cl:10][C:4]1[CH:3]=[C:2]([C:17]2[CH:18]=[CH:19][CH:20]=[C:15]([O:14][CH2:13][C:12]([F:11])([F:24])[F:25])[CH:16]=2)[CH:8]=[C:7]([F:9])[C:5]=1[NH2:6]

Participants

3

Reactant 2

HCID 204346204-Bromo-2-chloro-6-fluoroanilineHCID 43145319[3-(2,2,2-Trifluoroethoxy)phenyl]boronic acid

Product 1

HCID 66996801HCID 66996801, compoundYield 60.4%

Procedure

The title compound (85 mg) was prepared from 4-bromo-2-chloro-6-fluoroaniline (100 mg, 0.44 mmol) and 3-(2,2,2-trifluoroethoxy)phenylboronic acid (127 mg, 0.57 mmol) as a white solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.53-7.44 (m, 2H), 7.38-7.26 (m, 3H), 6.94 (d, J 7, 1H), 5.55 (s, 2H), 4.83 (q, J 8.9, 2H).

Sources & evidence

ORD record
ord-66f3b2adc0b2486ba27df7dbe05d1eeb
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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