Pyridinium hydrobromide → 4-Chloro-2-[5-(difluoromethoxy)-2-oxo-1,2-dihydropyridin-4-yl]benzonitrile

HRID 56857Notes

Reaction equation

HRID 56857 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]2[C:15]([O:16][CH:17]([F:19])[F:18])=[CH:14][N:13]=[C:12]([O:20]C)[CH:11]=2)[CH:3]=1.Br.[NH+]1C=CC=CC=1>>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]2[C:15]([O:16][CH:17]([F:18])[F:19])=[CH:14][NH:13][C:12](=[O:20])[CH:11]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 21226041Pyridinium hydrobromideHCID 1176057244-Chloro-2-[5-(difluoromethoxy)-2-methoxypyridin-4-yl]benzonitrile

Product 1

HCID 1176056964-Chloro-2-[5-(difluoromethoxy)-2-oxo-1,2-dihydropyridin-4-yl]benzonitrile

Procedure

230 mg (purity 80%, 0.59 mmol) of 4-chloro-2-[5-(difluoromethoxy)-2-methoxypyridin-4-yl]benzonitrile and pyridinium hydrobromide were reacted according to General Method 3A. The crude product was purified by flash chromatography (IR-50SI, dichloromethane/methanol 3-25%). Yield: 167 mg (95% of theory)

Workup

  1. customThe crude product was purified by flash chromatography (IR-50SI, dichloromethane/methanol 3-25%)

Sources & evidence

ORD record
ord-ded25a1437784d6fafb707e5b36c77fc
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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