3-Bromo-5-(trifluoromethyl)pyridine → HCID 178432951, compound

HRID 1083371Notes

Reaction equation

HRID 1083371 reaction equation
Cc1cn(Cc2ccccc2)c(C)n1.FC(F)(F)c1cncc(Br)c1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.[K+]>Cc1nc(C)n(Cc2ccccc2)c1-c1cncc(C(F)(F)F)c1

Participants

8

Reactant 2

HCID 111279913-Bromo-5-(trifluoromethyl)pyridineHCID 147449731-Benzyl-2,4-dimethyl-1H-imidazole

Product 1

HCID 178432951HCID 178432951, compoundYield 5.73%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylCatalystHCID 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-2d71eb7e5fe7476997a2f045fdf34dc4
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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