HCID 11173122, compound → HCID 178468650, compound

HRID 1084176Notes

Reaction equation

HRID 1084176 reaction equation
CCOC(=O)c1cc(Br)cn1CC.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-].FC(F)(F)c1cc(P(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc(C(F)(F)F)c1.[K+]>CCOC(=O)c1cc(-c2cnc(-c3ccccc3)n2-c2ccc([N+](=O)[O-])cc2)cn1CC

Participants

8

Reactant 2

HCID 11173122HCID 11173122, compoundHCID 78918332Ethyl 4-bromo-1-ethyl-1H-pyrrole-2-carboxylate

Product 1

HCID 178468650HCID 178468650, compoundYield 2.9%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 2778032Tris[3,5-bis(trifluoromethyl)phenyl]phosphineCatalystHCID 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-52b2176532c64532b4f9756f1cf39fd2
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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