2-Acetyl-5-bromothiophene → HCID 178466093, compound

HRID 1084075Notes

Reaction equation

HRID 1084075 reaction equation
CC(=O)c1ccc(Br)s1.Cn1cnc(C#N)c1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].[K+].c1ccc(-c2cc3ccccc3n2P(C2CCCCC2)C2CCCCC2)cc1>CC(=O)c1ccc(-c2c(C#N)ncn2C)s1

Participants

8

Reactant 2

HCID 793352-Acetyl-5-bromothiopheneHCID 27951151-Methyl-1H-imidazole-4-carbonitrile

Product 1

HCID 178466093HCID 178466093, compoundYield 58.98%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 1212352311-(Dicyclohexylphosphino)-2-phenyl-1H-indoleCatalystHCID 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-1c4a87e93dcc4a1284a7fd195fdd82a5
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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