1-(Difluoromethyl)-2-phenyl-1H-imidazole → HCID 178468651, compound

HRID 1084007Notes

Reaction equation

HRID 1084007 reaction equation
CCOC(=O)c1cc(Br)cn1CC.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(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.[K+]>CCOC(=O)c1cc(-c2cnc(-c3ccccc3)n2C(F)F)cn1CC

Participants

8

Reactant 2

HCID 534857661-(Difluoromethyl)-2-phenyl-1H-imidazoleHCID 78918332Ethyl 4-bromo-1-ethyl-1H-pyrrole-2-carboxylate

Product 1

HCID 178468651HCID 178468651, compoundYield 24.93%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 44597232Bis(3,5-bis(trifluoromethyl)phenyl)(3,6-dimethoxy-2',4',6'-tri(propan-2-yl)(1,1'-biphenyl)-2-yl)phosphaneCatalystHCID 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-52db741632374c888b6e91eea115463c
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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