Benzofuran, 5-bromo- → HCID 178440018, compound

Reaction equation

Brc1ccc2occc2c1.CC(C)c1nccn1C>C=C[CH2][Pd][Cl].C=C[CH2][Pd][Cl].CC(=O)N(C)C.CC(C)(C)C(=O)[O-].FC(F)(F)c1cc(P(c2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc(C(F)(F)F)c1.[K+]>CC(C)c1ncc(-c2ccc3occc3c2)n1C

Participants

Conditions

Temperature: 120 °C

Workup

temperatureCool to room temperature
additionNo procedure recorded
aliquotNo procedure recorded
filtrationFilter into HPLC analysis plate · Keep liquid/mobile
washwash filter with 400 microliter of acetonitrile/water (4:1)

Sources & evidence

ORD record: ord-ef38f4bbd7764d58bf2c9e5d5e26774b
Source dataset: Pd-catalyzed C-H arylation of imidazole with aryl bromide
DOI: 10.26434/chemrxiv
Original link: View source

Reaction notes

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Participants

Reactant 2

HCID 90015Benzofuran, 5-bromo-

HCID 130729731-Methyl-2-(propan-2-yl)-1H-imidazole

Product 1

HCID 178440018HCID 178440018, compoundYield 54.43%

Reagents, catalysts & solvents 5

HCID 23662159Potassium TrimethylacetateReagent

HCID 2778032Tris[3,5-bis(trifluoromethyl)phenyl]phosphineCatalyst

HCID 178455864HCID 178455864, compoundCatalyst

HCID 31374DimethylacetamideSolvent3×

HCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature: 120 °C

Workup

temperatureCool to room temperature
additionNo procedure recorded
aliquotNo procedure recorded
filtrationFilter into HPLC analysis plate · Keep liquid/mobile
washwash filter with 400 microliter of acetonitrile/water (4:1)

Sources & evidence

ORD record: ord-ef38f4bbd7764d58bf2c9e5d5e26774b
Source dataset: Pd-catalyzed C-H arylation of imidazole with aryl bromide
DOI: 10.26434/chemrxiv
Original link: View source

Reaction notes

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