1-Methyl-1H-imidazole-4-carbonitrile → HCID 178481279, compound

HRID 1084124Notes

Reaction equation

HRID 1084124 reaction equation
CC(C)(C)NS(=O)(=O)c1cncc(Br)c1.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-].COc1ccccc1C1=C(P(C2CCCCC2)C2CCCCC2)C2c3ccccc3C1c1ccccc12.[K+]>Cn1cnc(C#N)c1-c1cncc(S(=O)(=O)NC(C)(C)C)c1

Participants

8

Reactant 2

HCID 27951151-Methyl-1H-imidazole-4-carbonitrileHCID 617949515-Bromo-N-tert-butylpyridine-3-sulfonamide

Product 1

HCID 178481279HCID 178481279, compoundYield 68.71%

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-c4329366b0c74b0aba74ae14155acfb6
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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