HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributyl(prop-1-yn-1-yl)stannane → 2-(3-(3-(Prop-1-YN-1-YL)pyrazin-2-YL)azetidin-1-YL)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributyl(prop-1-yn-1-yl)stannane | HCID 2733165 | — |
| Reactant | 2-(3-(3-Chloropyrazin-2-yl)azetidin-1-yl)quinoline | HCID 58546741 | — |
| Catalyst | Bis(tri-tert-butylphosphine)palladium(0) | HCID 2734558 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(3-(3-(Prop-1-YN-1-YL)pyrazin-2-YL)azetidin-1-YL)quinoline | HCID 58547457 | 68% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 2-(3-(3-chloropyrazin-2-yl)azetidin-1-yl)quinoline (0.200 g, 0.674 mmol), tributyl(prop-1-yn-1-yl)stannane (0.266 g, 0.809 mmol), and bis(tri-t-butylphosphine) palladium (o) (0.017 g, 0.034 mmol) in p-dioxane (4 mL) was heated at 100° C. in 16 h. The reaction mixture was cooled, concentrated, and purified by ISCO (0-60% EtOAc/Hexanes) to give the title compound (128 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957073B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-92afb8d204ea48419b5480b067ddbcff |
| Source note | uspto-grants-2015_02 |