Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | 7-Bromo-2,3-dihydropyrano[4,3,2-de]quinoline | HCID 59578531 | — |
| Catalyst | Bis(tricyclohexylphosphine) palladium(0) | HCID 2734559 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59578523 | HCID 59578523 | 30.1% |
Reaction Steps
7-bromo-2.3-dihydropyrano[4.3.2-de]quinoline (0.170 g; 0.680 mmol), bis(pinacolato)diboron (0.207 g; 0.816 mmol), anhydrous potassium acetate (0.133 g; 1.36 mmol) and bis(tricyclohexylphosphine)palladium(0) (0.045 g; 0.068 mmol) in anhydrous 1.4-dioxane (3.1 mL) were mixed in a tube, purged with argon and sealed. After heating at 95° C. for 16 h, the mixture was cooled at room temperature, concentrated under reduced pressure and store at 3° C. for 21 h. The brown residue was dissolved in acetonitrile, filtered, and the dark brown solution was concentrated under reduced pressure. Purification by preparative HPLC (HPLC method 1) furnished 0.044 g (25%) of the title compound as an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785638B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-cdde1cd14ce040029e8179ce41f546e8 |
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| Source note | uspto-grants-2014_07 |
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