Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | HCID 22050830 | HCID 22050830 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22051118 | HCID 22051118 | 50% |
Reaction Steps
A solution of 1-benzyl-4-(benzyloxy)-3-iodopyridin-2(1H)-one (1.9 g, 4.56 mmol) and vinyl-tri-butyltin (2.5 mL) in acetonitrile (20 0 mL) containing DMF (2.0 mL) was degassed using house vacuum and purged with argon. Then added PdCl2(PPh3)2 (0.3 g) and the mixture was heated at 65° C. under argon atmosphere for 4 h, with stirring. The solvents were distilled in vacuo, and the residue was triturated with EtOAc and filtered through a pad of celite. The filtrate was concentrated and the residue was purified by silica gel flash chromatography using 25% EtOAc in hexanes to give the title compound (0.75 g. 50%) as an orange colored solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07629363B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-9a59e92c75ae4ca4a547614bb9b1a18f |
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| Source note | uspto-grants-2009_12 |
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