2-Acetyl-5-bromothiophene → HCID 178466092, compound

HRID 1083281Notes

Reaction equation

HRID 1083281 reaction equation
CC(=O)c1ccc(Br)s1.Cc1cn(Cc2ccccc2)c(C)n1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].CN(C)c1ccccc1-c1ccccc1P(C1CCCCC1)C1CCCCC1.[K+]>CC(=O)c1ccc(-c2c(C)nc(C)n2Cc2ccccc2)s1

Participants

8

Reactant 2

HCID 793352-Acetyl-5-bromothiopheneHCID 147449731-Benzyl-2,4-dimethyl-1H-imidazole

Product 1

HCID 178466092HCID 178466092, compoundYield 17.1%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 27342172-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylCatalystHCID 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-915c69abd80b46c38c479328e05cbfbe
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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