1-Methyl-1H-imidazole-4-carbonitrile → HCID 178481278, compound

HRID 1082980Notes

Reaction equation

HRID 1082980 reaction equation
Cn1cnc(C#N)c1.FC(F)(F)c1cncc(Br)c1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].CC(C)(C)P(c1ccccc1)C(C)(C)C.[K+]>Cn1cnc(C#N)c1-c1cncc(C(F)(F)F)c1

Participants

8

Reactant 2

HCID 27951151-Methyl-1H-imidazole-4-carbonitrileHCID 111279913-Bromo-5-(trifluoromethyl)pyridine

Product 1

HCID 178481278HCID 178481278, compoundYield 70.78%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 316378Di-tert-butylphenylphosphineCatalystHCID 178455864HCID 178455864, compoundCatalystHCID 31374DimethylacetamideSolvent3×HCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
120 °C

Workup

  1. temperatureCool to room temperature
  2. additionNo procedure recorded
  3. aliquotNo procedure recorded
  4. filtrationFilter into HPLC analysis plate · Keep liquid/mobile
  5. washwash filter with 400 microliter of acetonitrile/water (4:1)

Sources & evidence

ORD record
ord-a4de71b11dac4cc9a5ebf0453e06a02e
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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