1-Benzyl-5-Bromo-1H-Indole → HCID 178440017, compound

HRID 1083235Notes

Reaction equation

HRID 1083235 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)c1.CC(C)c1nccn1C>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].[K+].c1ccc(-c2cc3ccccc3n2P(C2CCCCC2)C2CCCCC2)cc1>CC(C)c1ncc(-c2ccc3c(ccn3Cc3ccccc3)c2)n1C

Participants

8

Reactant 2

HCID 2857561-Benzyl-5-Bromo-1H-IndoleHCID 130729731-Methyl-2-(propan-2-yl)-1H-imidazole

Product 1

HCID 178440017HCID 178440017, compoundYield 76.52%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 1212352311-(Dicyclohexylphosphino)-2-phenyl-1H-indoleCatalystHCID 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-5b0d2157990942e7b1355dea4b70767c
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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