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

HRID 1082971Notes

Reaction equation

HRID 1082971 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-].[K+].c1ccc(-c2cc3ccccc3n2P(C2CCCCC2)C2CCCCC2)cc1>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 65.9%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 1212352311-(Dicyclohexylphosphino)-2-phenyl-1H-indoleCatalystHCID 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-554a006f47674aba830e01b6df178713
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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