3-Bromo-5-(trifluoromethyl)pyridine → HCID 178440021, compound

HRID 1083255Notes

Reaction equation

HRID 1083255 reaction equation
CC(C)c1nccn1C.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-].CCCCC1(P(C2CCCCC2)C2CCCCC2)c2ccccc2-c2ccccc21.[K+]>CC(C)c1ncc(-c2cncc(C(F)(F)F)c2)n1C

Participants

8

Reactant 2

HCID 111279913-Bromo-5-(trifluoromethyl)pyridineHCID 130729731-Methyl-2-(propan-2-yl)-1H-imidazole

Product 1

HCID 178440021HCID 178440021, compoundYield 2.04%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 71310598(9-Butylfluoren-9-yl)-dicyclohexylphosphaneCatalystHCID 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-26d62fe6f66740ce876b23f7677b463c
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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