Benzonitrile, p-imidazol-1-yl- → HCID 178510012, compound

HRID 1083799Notes

Reaction equation

HRID 1083799 reaction equation
FC(F)(F)c1cncc(Br)c1.N#Cc1ccc(-n2ccnc2)cc1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].[K+].c1ccc(-c2nn(-c3ccccc3)c(-c3ccccc3)c2-n2nccc2P(C2CCCCC2)C2CCCCC2)cc1>N#Cc1ccc(-n2cncc2-c2cncc(C(F)(F)F)c2)cc1

Participants

8

Reactant 2

HCID 135744Benzonitrile, p-imidazol-1-yl-HCID 111279913-Bromo-5-(trifluoromethyl)pyridine

Product 1

HCID 178510012HCID 178510012, compoundYield 28.59%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 534309145-(Dicyclohexylphosphino)-1',3',5'-triphenyl-[1,4']-bi-1H-pyrazoleCatalystHCID 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-b986e398ed13443087f4a4241275c33d
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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