Potassium Carbonate → HCID 68406249, compound

HRID 1786212Notes

Reaction equation

HRID 1786212 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[C:4]#[N:5].[CH3:14][C:15]1[N:16]=[CH:17][NH:18][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].CC1N(C2C=CC(C(F)(F)F)=CC=2C#N)C=NC=1>>[CH3:14][C:15]1[N:16]=[CH:17][N:18]([C:2]2[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=2[C:4]#[N:5])[CH:19]=1

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 5210162-Fluoro-5-(trifluoromethyl)benzonitrileHCID 68406124HCID 68406124, compoundHCID 178418800HCID 178418800, compound

Product 1

HCID 68406249HCID 68406249, compound

Procedure

As described for example 84a, 2-fluoro-5-(trifluoromethyl)-benzonitrile was reacted with 4-methylimidazole and potassium carbonate for 16 h at 90° C. After aqueous workup and extraction with ethyl acetate the organic phase was dried over sodium sulfate and concentrated to afford a 3.4:1 mixture of the title compound and its regioisomer [2-(5-methyl-imidazol-1-yl)-5-trifluoromethyl-benzonitrile] as a light brown oil (yield: 85%). MS: m/e=252.3 [M+H]+.

Workup

  1. extractionAfter aqueous workup and extraction with ethyl acetate the organic phase
  2. dry with materialwas dried over sodium sulfate
  3. concentrationconcentrated
  4. customto afford

Sources & evidence

ORD record
ord-cbfa18bf9ced4f41a70d62c31320fbb7
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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