4-Bromo-2,6-difluoroaniline → HCID 66997748, compound

HRID 2360438Notes

Reaction equation

HRID 2360438 reaction equation
Br[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.[Cl:11][C:12]1[CH:13]=[C:14](B(O)O)[CH:15]=[C:16]([O:18][CH3:19])[CH:17]=1>>[Cl:11][C:12]1[CH:13]=[C:14]([C:2]2[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=2)[CH:15]=[C:16]([O:18][CH3:19])[CH:17]=1

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 17750234(3-Chloro-5-methoxyphenyl)boronic acid

Product 1

HCID 66997748HCID 66997748, compoundYield 30.1%

Procedure

The title compound (39 mg) was prepared from 4-bromo-2,6-difluoroaniline (100 mg, 0.48 mmol) and 3-chloro-5-methoxyphenylboronic acid (116 mg, 0.62 mmol) as a pale-yellow solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.36 (dd, J 2.2, 8.1, 2H), 7.25 (s, 1H), 7.12 (s, 1H), 6.91 (t, J 1.9, 1H), 5.43 (s, 2H), 3.81 (s, 3H).

Sources & evidence

ORD record
ord-9525b4fde6f344859dfe23886ebdd19a
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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