Pyridinium hydrochloride → 4-Chloro-2-(5-chloro-2-oxo-1,2-dihydropyridin-4-yl)benzonitrile

HRID 56697

Reaction equation

[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]2[C:15](OC)=[CH:14][N:13]=[C:12]([O:18]C)[CH:11]=2)[CH:3]=1.[ClH:20].[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]([Cl:20])=[CH:14][NH:13][C:12](=[O:18])[CH:11]=2)[CH:3]=1

Participants

Reactant 2

HCID 21584435Pyridinium hydrochloride

HCID 1176052164-Chloro-2-(2,5-dimethoxypyridin-4-yl)benzonitrile

Product 1

HCID 1176052214-Chloro-2-(5-chloro-2-oxo-1,2-dihydropyridin-4-yl)benzonitrile

Procedure

6.34 g (purity 93%, 21.12 mmol) of 4-chloro-2-(2,5-dimethoxypyridin-4-yl)benzonitrile and pyridinium hydrochloride were reacted according to General Method 3A. Yield: 4.23 g (76% of theory)

Sources & evidence

ORD record: ord-5991690ccc954c0fab11192a84916375
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434690B2

Linked notes

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