1-Benzyl-2,4-dimethyl-1H-imidazole → HCID 178468644, compound

HRID 1083088Notes

Reaction equation

HRID 1083088 reaction equation
CCOC(=O)c1cc(Br)cn1CC.Cc1cn(Cc2ccccc2)c(C)n1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].Cc1cc(C)c(-n2ccnc2P(C2CCCCC2)C2CCCCC2)c(C)c1.[K+]>CCOC(=O)c1cc(-c2c(C)nc(C)n2Cc2ccccc2)cn1CC

Participants

8

Reactant 2

HCID 147449731-Benzyl-2,4-dimethyl-1H-imidazoleHCID 78918332Ethyl 4-bromo-1-ethyl-1H-pyrrole-2-carboxylate

Product 1

HCID 178468644HCID 178468644, compoundYield 7.68%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 534118192-(Dicyclohexylphosphanyl)-1-(2,4,6-trimethylphenyl)-1H-imidazoleCatalystHCID 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-e13b8ebe99d84a04a6d9582e0f11b272
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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