4-Bromo-2-fluoroaniline → 1-(4-Amino-3-fluorophenyl)pyridin-2-one

HRID 253724Notes

Reaction equation

HRID 253724 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Br[C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[C:11]([F:16])[CH:10]=1>[Cu]>[NH2:13][C:12]1[CH:14]=[CH:15][C:9]([N:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]2=[O:1])=[CH:10][C:11]=1[F:16]

Participants

4

Reactant 2

HCID 1230504-Bromo-2-fluoroanilineHCID 178516071HCID 178516071, compound

Product 1

HCID 221815481-(4-Amino-3-fluorophenyl)pyridin-2-one

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

The process described in patent US2005/0215599, i.e. copper catalyzed N-arylation of 2-hydroxypyridine with 4-bromo-2-fluoroaniline suffers from a major safety issue.

Sources & evidence

ORD record
ord-40ea8693295642358fca22f78da3d1b5
Source dataset
uspto-grants-2011_01
Patent number
US07872141B2

Reaction notes

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