Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Tributylstannyl)furan | HCID 4393688 | — |
| Reactant | HCID 178439846 | HCID 178439846 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178439853 | HCID 178439853 | 30.1% |
Reaction Steps
Under a nitrogen atmosphere, 6-bromo-4-methyl-2-propylbenzimidazole (WO2004082621; 200 mg, 0.83 mmol) was dissolved in toluene (4 mL), tributyl(2-furanyl)tin (0.78 mL, 2.49 mmol) and tetrakis(triphenylphosphine)palladium (288 mg, 0.25 mmol) were added, and the mixture was stirred at 100° C. for 3 days. Water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=8/2 to 1/9) to give the title compound (60 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486980B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-543fab63e9c54560b5d546df33ec958e |
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| Source note | uspto-grants-2013_07 |
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