4-Bromo-2,6-difluoroaniline → HCID 46314357, compound

HRID 2360421Notes

Reaction equation

HRID 2360421 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:17]=[CH:16][CH:15]=[CH:14][C:13]=1B(O)O>>[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1

Participants

3

Reactant 2

HCID 6101914-Bromo-2,6-difluoroanilineHCID 27343542-Fluorophenylboronic acid

Product 1

HCID 46314357HCID 46314357, compoundYield 91.8%

Procedure

The title compound (0.492 g) was prepared from 4-bromo-2,6-difluoroaniline (0.5 g, 2.4 mmol) and 2-fluorophenylboronic acid (0.436 g, 3.12 mmol) as a yellow liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.51 (td, J 1.5, 7.9, 1H), 7.38-7.31 (m, 1H), 7.29-721 (m, 2H), 7.14 (d, J 8.6, 2H), 5.44 (s, 2H).

Sources & evidence

ORD record
ord-2f48a1da6974463d9e9455a74e6652f9
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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