(3-Fluoro-5-methoxyphenyl)boronic acid → HCID 66997519, compound

HRID 2360433Notes

Reaction equation

HRID 2360433 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]1[CH:13]=[C:14](B(O)O)[CH:15]=[C:16]([O:18][CH3:19])[CH:17]=1>>[Cl: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 2763243(3-Fluoro-5-methoxyphenyl)boronic acidHCID 204346204-Bromo-2-chloro-6-fluoroaniline

Product 1

HCID 66997519HCID 66997519, compoundYield 59.8%

Procedure

The title compound (71 mg) was prepared from 4-bromo-2-chloro-6-fluoroaniline (100 mg, 0.44 mmol) and 3-fluoro-5-methoxyphenylboronic acid (97 mg, 0.57 mmol) as a pale-yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.51-7.45 (m, 2H), 7.05 (d, J 10.3, 1H), 7.00 (s, 1H), 6.73 (dd, J 2.1, 4.2, 1H), 5.60 (s, 2H), 3.81 (s, 3H).

Sources & evidence

ORD record
ord-221d167cfe8e452f88e53d062b22a276
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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