Potassium Carbonate → HCID 68406249, compound

HRID 2113440Notes

Reaction equation

HRID 2113440 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+].FC(F)(F)C1C=CC(N2C(C)=CN=C2)=C(C=1)C#N>>[F:11][C:10]([F:13])([F:12])[C:7]1[CH:8]=[CH:9][C:2]([N:18]2[CH:19]=[C:15]([CH3:14])[N:16]=[CH:17]2)=[C:3]([CH:6]=1)[C:4]#[N:5]

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

In analogy to example 5a, 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 (Na2SO4) and concentrated to furnish a 3.4:1 mixture of the title compound and its regioisomer [5-trifluoromethyl-2-(5-methyl-imidazol-1-yl)-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
  2. dry with materialthe organic phase was dried (Na2SO4)
  3. concentrationconcentrated
  4. customto furnish

Sources & evidence

ORD record
ord-e2bb978c4cf14534bf83d61797deacf0
Source dataset
uspto-grants-2008_10
Patent number
US07432256B2

Reaction notes

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