Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Tri(butyl)vinyltin | HCID 53438229 | — |
| Reactant | HCID 59351595 | HCID 59351595 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59351564 | HCID 59351564 | 322% |
Reaction Steps
A solution (40 mL) of 6-iodo-3-(2-phenylethyl)quinazoline-2,4(1H,3H)-dione (2.0 g), tributylvinyltin (1.9 g), lithium chloride (1.1 g), dichlorobis(triphenylphosphine)palladium (0.18 g) in N,N-dimethylformamide was stirred under argon atmosphere at 90° C. for 12 hr. The reaction mixture was allowed to cool to room temperature, ethyl acetate and 15% potassium fluoride solution were added, and the mixture was stirred for 2 hr. Insoluble material was filtered off through celite. The organic layer of the filtrate was separated, washed with 1N hydrochloric acid and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a pale-yellow solid (4.8 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501750B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-43980076023945d9937ae0fecac1fcec |
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| Source note | uspto-grants-2013_08 |
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