1-Benzyl-5-Bromo-1H-Indole → HCID 178456429, compound

HRID 1082876

Reaction equation

HRID 1082876 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)c1.CC(C)n1ccnc1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].COc1ccccc1C1=C(P(C2CCCCC2)C2CCCCC2)C2c3ccccc3C1c1ccccc12.[K+]>CC(C)n1cncc1-c1ccc2c(ccn2Cc2ccccc2)c1

Participants

8

Reactant 2

HCID 2857561-Benzyl-5-Bromo-1H-IndoleHCID 101761131H-Imidazole, 1-(1-methylethyl)-

Product 1

HCID 178456429HCID 178456429, compoundYield 7.28%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 42604586Dicyclohexyl(9,10-dihydro-12-(2-methoxyphenyl)-9,10-ethenoanthracen-11-yl)phosphineCatalystHCID 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-c099edec90bf438d9f6a8621911c656c
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Linked notes

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