Benzonitrile, p-imidazol-1-yl- → HCID 178510008, compound

HRID 1083696Notes

Reaction equation

HRID 1083696 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)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-].FC(F)(F)c1cc(P(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc(C(F)(F)F)c1.[K+]>N#Cc1ccc(-n2cncc2-c2ccc3c(ccn3Cc3ccccc3)c2)cc1

Participants

8

Reactant 2

HCID 135744Benzonitrile, p-imidazol-1-yl-HCID 2857561-Benzyl-5-Bromo-1H-Indole

Product 1

HCID 178510008HCID 178510008, compoundYield 34.88%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 2778032Tris[3,5-bis(trifluoromethyl)phenyl]phosphineCatalystHCID 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-2c4bc7cb3baf4779b7851d4c7caf1603
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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