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

HRID 1083105Notes

Reaction equation

HRID 1083105 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-].CC12CC3(C)OC(C)(CC(C)(O1)P3c1ccccc1)O2.[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 8.66%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 534277901,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantaneCatalystHCID 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-fca57f9e0c4d4f7288bdf31b4a2bfa01
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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