3-Bromo-5-(trifluoromethyl)pyridine → HCID 178526666, compound

HRID 1083591Notes

Reaction equation

HRID 1083591 reaction equation
FC(F)(F)c1cncc(Br)c1.O=[N+]([O-])c1ccc(-n2ccnc2-c2ccccc2)cc1>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+]>O=[N+]([O-])c1ccc(-n2c(-c3cncc(C(F)(F)F)c3)cnc2-c2ccccc2)cc1

Participants

8

Reactant 2

HCID 111279913-Bromo-5-(trifluoromethyl)pyridineHCID 11173122HCID 11173122, compound

Product 1

HCID 178526666HCID 178526666, compoundYield 13.12%

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-513beef217a3481e94f11cda1be47cb1
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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