2-Acetyl-5-bromothiophene → HCID 178466099, compound

HRID 1083817Notes

Reaction equation

HRID 1083817 reaction equation
CC(=O)c1ccc(Br)s1.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-].[K+].c1coc(P(c2ccco2)c2ccco2)c1>CC(=O)c1ccc(-c2cnc(-c3ccccc3)n2C(F)F)s1

Participants

8

Reactant 2

HCID 793352-Acetyl-5-bromothiopheneHCID 534857661-(Difluoromethyl)-2-phenyl-1H-imidazole

Product 1

HCID 178466099HCID 178466099, compoundYield 46.49%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 521585Tris(furan-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-cfba06c0879e4aeaae7b8ce4731e5169
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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