2-Acetyl-5-bromothiophene → HCID 178466098, compound

HRID 1084211Notes

Reaction equation

HRID 1084211 reaction equation
CC(=O)c1ccc(Br)s1.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-].CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.[K+]>CC(=O)c1ccc(-c2cnc(-c3ccccc3)n2-c2ccc([N+](=O)[O-])cc2)s1

Participants

8

Reactant 2

HCID 793352-Acetyl-5-bromothiopheneHCID 11173122HCID 11173122, compound

Product 1

HCID 178466098HCID 178466098, compoundYield 55.17%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylCatalystHCID 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-ab7b74ec770a42edbe9d5849915011a6
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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