1-Bromo-2-fluorobenzene → 5-(2-Fluorophenyl)-1-methylimidazole-4-carbonitrile

HRID 1082945Notes

Reaction equation

HRID 1082945 reaction equation
Cn1cnc(C#N)c1.Fc1ccccc1Br>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].CN(C)c1ccccc1-c1ccccc1P(C1CCCCC1)C1CCCCC1.[K+]>Cn1cnc(C#N)c1-c1ccccc1F

Participants

8

Reactant 2

HCID 612591-Bromo-2-fluorobenzeneHCID 27951151-Methyl-1H-imidazole-4-carbonitrile

Product 1

HCID 841174465-(2-Fluorophenyl)-1-methylimidazole-4-carbonitrileYield 45.14%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 27342172-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylCatalystHCID 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-795d3f0024a64ff98470ad1c997fb1cf
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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