HCID 11173122, compound → HCID 178449985, compound

HRID 1083527Notes

Reaction equation

HRID 1083527 reaction equation
CC(C)(C)NS(=O)(=O)c1cncc(Br)c1.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-].COc1ccc(OC)c(P(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c1-c1c(C(C)C)cc(C(C)C)cc1C(C)C.[K+]>CC(C)(C)NS(=O)(=O)c1cncc(-c2cnc(-c3ccccc3)n2-c2ccc([N+](=O)[O-])cc2)c1

Participants

8

Reactant 2

HCID 11173122HCID 11173122, compoundHCID 617949515-Bromo-N-tert-butylpyridine-3-sulfonamide

Product 1

HCID 178449985HCID 178449985, compoundYield 68.47%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagentHCID 44597232Bis(3,5-bis(trifluoromethyl)phenyl)(3,6-dimethoxy-2',4',6'-tri(propan-2-yl)(1,1'-biphenyl)-2-yl)phosphaneCatalystHCID 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-e3c71552e3684a52a11ea57155b1eda8
Source dataset
Pd-catalyzed C-H arylation of imidazole with aryl bromide
Original link
View source

Reaction notes

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