2-Acetyl-5-bromothiophene → HCID 178466102, compound

HRID 1083740Notes

Reaction equation

HRID 1083740 reaction equation
CC(=O)c1ccc(Br)s1.N#Cc1ccc(-n2ccnc2)cc1>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].COc1ccccc1C1=C(P(C2CCCCC2)C2CCCCC2)C2c3ccccc3C1c1ccccc12.[K+]>CC(=O)c1ccc(-c2cncn2-c2ccc(C#N)cc2)s1

Participants

8

Reactant 2

HCID 793352-Acetyl-5-bromothiopheneHCID 135744Benzonitrile, p-imidazol-1-yl-

Product 1

HCID 178466102HCID 178466102, compoundYield 26.98%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 42604586Dicyclohexyl(9,10-dihydro-12-(2-methoxyphenyl)-9,10-ethenoanthracen-11-yl)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-3c8749d7d64042e0a0582c8b9f71ab70
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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