Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium fluoride | HCID 25516 | — |
| Reactant | 2-(Tributylstannyl)furan | HCID 4393688 | — |
| Reactant | HCID 25127532 | HCID 25127532 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67348256 | HCID 67348256 | 62% |
Reaction Steps
Compound 21 (68.0 mg, 0.169 mmol) obtained in Example 21 was dissolved in toluene (4 mL), and the mixture was stirred overnight under reflux after adding tri-n-butyl(2-furyl)tin (106 mg, 0.338 mmol) and bis(triphenylphosphine)palladium dichloride (12.0 mg, 0.0169 mmol). The mixture was cooled to room temperature, vigorously stirred after adding a saturated aqueous ammonium fluoride solution, and filtered through sellite. The filtrate was collected and diluted with ethyl acetate, and washed with a saturated aqueous sodium bicarbonate solution and water. The organic layer was dried over anhydrous magnesium sulfate. The residue obtained upon concentration under reduced pressure was purified by preparative TLC to give the title compound (Compound 36) (40.9 mg, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07998954B2 |
|---|
| Source dataset | uspto-grants-2011_08 |
|---|
| ORD ID | ord-f6409e9fe4534f0c9af3d4faff1beeee |
|---|
| Source note | uspto-grants-2011_08 |
|---|