Potassium Carbonate → HCID 66885651, compound

HRID 2113442Notes

Reaction equation

F[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[CH3:13][C:14]1[N:15]=[CH:16][NH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].CC1N(C2C=CC([N+]([O-])=O)=CC=2C#N)C=NC=1>>[CH3:13][C:14]1[N:15]=[CH:16][N:17]([C:2]2[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=2[C:4]#[N:5])[CH:18]=1

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 5194172-Fluoro-5-nitrobenzonitrile

HCID 69107186HCID 69107186, compound

HCID 178418800HCID 178418800, compound

Product 1

HCID 66885651HCID 66885651, compound

Procedure

In analogy to example 5a, 2-fluoro-5-nitro-benzonitrile was reacted with 4-methylimidazole and potassium carbonate for 1 h at 20° C. Aqueous workup afforded a 3.6:1 mixture of the title compound and its regioisomer [2-(5-methyl-imidazol-1-yl)-5-nitro-benzonitrile] as a light brown solid (yield: 69%). MS: m/e=229.4 [M+H]+.

Workup

customAqueous workup afforded

Sources & evidence

ORD record: ord-4650ae235f444ab48e27a5394eea6346
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07432256B2

Reaction notes

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