1-Benzyl-5-Bromo-1H-Indole → HCID 178432947, compound

HRID 1083133Notes

Reaction equation

HRID 1083133 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)c1.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-].CN(C)c1ccc(P(C2CCCCC2)C2CCCCC2)cc1.[K+]>Cc1nc(C)n(Cc2ccccc2)c1-c1ccc2c(ccn2Cc2ccccc2)c1

Participants

8

Reactant 2

HCID 2857561-Benzyl-5-Bromo-1H-IndoleHCID 147449731-Benzyl-2,4-dimethyl-1H-imidazole

Product 1

HCID 178432947HCID 178432947, compoundYield 11.4%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 142458Benzenamine, 4-(dicyclohexylphosphino)-N,N-dimethyl-CatalystHCID 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-fd914328874142a1a1e4d84e5dde7e39
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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