1-Benzyl-5-Bromo-1H-Indole → HCID 178526662, compound

HRID 1083584Notes

Reaction equation

HRID 1083584 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)c1.O=[N+]([O-])c1ccc(-n2ccnc2-c2ccccc2)cc1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].[K+]>O=[N+]([O-])c1ccc(-n2c(-c3ccc4c(ccn4Cc4ccccc4)c3)cnc2-c2ccccc2)cc1

Participants

8

Reactant 2

HCID 2857561-Benzyl-5-Bromo-1H-IndoleHCID 11173122HCID 11173122, compound

Product 1

HCID 178526662HCID 178526662, compoundYield 51.56%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 75806TricyclohexylphosphineCatalystHCID 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-ef696d08883d4d47b63f2932bc4c0b53
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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