Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Penten-2-OL | HCID 12247 | — |
| Reactant | 3-Bromo-5-methoxypyridine | HCID 817163 | — |
| Catalyst | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22060168 | HCID 22060168 | 83.6% |
Reaction Steps
A mixture of 5-bromo-3-methoxypyridine (4.11 g, 21.86 mmol), 4-penten-2-ol (2.25 g, 26.23 mmol), palladium(II) acetate (49 mg, 0.22 mmol), tri-o-tolylphosphine (266 mg, 0.87 mmol), triethylamine (13.71 mL, 98.37 mmol), and acetonitrile (15 mL) was heated in a sealed glass tube at 140° C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3×200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give 3.53 g (70.3%) of a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06958399B2 |
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| Source dataset | uspto-grants-2005_10 |
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| ORD ID | ord-80972da37f5b4e759c4b8d7ae7ca0a95 |
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| Source note | uspto-grants-2005_10 |
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