3-Bromo-5-(trifluoromethyl)pyridine → HCID 178506401, compound

HRID 1084046Notes

Reaction equation

HRID 1084046 reaction equation
FC(F)(F)c1cncc(Br)c1.FC(F)n1ccnc1-c1ccccc1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].COc1ccc(OC)c(P(C2CCCCC2)C2CCCCC2)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.[K+]>FC(F)n1c(-c2cncc(C(F)(F)F)c2)cnc1-c1ccccc1

Participants

8

Reactant 2

HCID 111279913-Bromo-5-(trifluoromethyl)pyridineHCID 534857661-(Difluoromethyl)-2-phenyl-1H-imidazole

Product 1

HCID 178506401HCID 178506401, compoundYield 32.3%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 25112535BrettphosCatalystHCID 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-c55630d4993b4475b7f486fa163d4b08
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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