Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Stannane, tributyl(1-ethoxyethenyl)- | HCID 619414 | — |
| Reactant | Azanium;hydrate | HCID 22024077 | — |
| Reactant | HCID 23160933 | HCID 23160933 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 23160764 | HCID 23160764 | 89.6% |
Reaction Steps
Tributyl (1-ethoxyvinyl) tin (0.85 mL, 2.4 mmol) and dichlorobis(triphenylphosphine)palladium (15.8 mg, 0.022 mmol) were added to a toluene solution (0.9 mL) of 3-(5-bromo-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (806 mg, 2.2 mmol), and after stirring for 3 hours at 100° C., dilute hydrochloric acid was added to temporarily acidify followed by basifying with ammonium water, filtering, concentrating the filtrate and applying the resulting residue to chromatography to obtain 647 mg of the target compound (yield: 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07632783B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-91834abc044d478b9152eabb98e1c9ae |
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| Source note | uspto-grants-2009_12 |
|---|