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

HRID 1083574Notes

Reaction equation

HRID 1083574 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)c1.O=[N+]([O-])c1ccc(-n2ccnc2-c2ccccc2)cc1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].CCP(CC)c1ccccc1-n1c2ccccc2c2ccccc21.[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 46.94%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 1188786229-[2-(Diethylphosphino)phenyl]-9H-carbazoleCatalystHCID 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-ed882f63d65d40248ab39fb7cdd08b2a
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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