1-Benzyl-5-Bromo-1H-Indole → HCID 178481275, compound

HRID 1084152Notes

Reaction equation

HRID 1084152 reaction equation
Brc1ccc2c(ccn2Cc2ccccc2)c1.Cn1cnc(C#N)c1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].FC(F)(F)c1cc(P(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc(C(F)(F)F)c1.[K+]>Cn1cnc(C#N)c1-c1ccc2c(ccn2Cc2ccccc2)c1

Participants

8

Reactant 2

HCID 2857561-Benzyl-5-Bromo-1H-IndoleHCID 27951151-Methyl-1H-imidazole-4-carbonitrile

Product 1

HCID 178481275HCID 178481275, compoundYield 27.02%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 2778032Tris[3,5-bis(trifluoromethyl)phenyl]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-267a98cd534d40e0ab0c031e5cf82eed
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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