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

HRID 56862Notes

Reaction equation

HRID 56862 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][CH2:17][C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=[C:12]([O:22]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][CH2:17][C:18]([F:19])([F:20])[F:21])=[CH:14][NH:13][C:12](=[O:22])[CH:11]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 21226041Pyridinium hydrobromideHCID 1176048304-Chloro-2-[2-methoxy-5-(2,2,2-trifluoroethoxy)pyridin-4-yl]benzonitrile

Product 1

HCID 1176048274-Chloro-2-[2-oxo-5-(2,2,2-trifluoroethoxy)-1,2-dihydropyridin-4-yl]benzonitrile

Procedure

168 mg (0.47 mmol) of 4-chloro-2-[2-methoxy-5-(2,2,2-trifluoroethoxy)pyridin-4-yl]benzonitrile and pyridinium hydrobromide were reacted according to General Method 3A. Yield: 112 mg (purity 92%, 67% of theory)

Sources & evidence

ORD record
ord-22f0738f677c45ddb74ad6d6bc38e640
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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