HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095697Generated: October 30, 2026
Tributylvinyltin → 8-Methoxy-2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)-4-vinylquinoline
https://huagongshe.com/reaction/1095697
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | Tris(furan-2-yl)phosphane | HCID 521585 | — |
| Reactant | 4-Iodo-8-methoxy-2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinoline | HCID 66782178 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 8-Methoxy-2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)-4-vinylquinoline | HCID 66781962 | 80% |
Reaction Steps
To 4-iodo-8-methoxy-2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinoline (898 mg, 1.89 mmol) in NMP (10 mL) was added Pd2dba3 (87 mg, 0.09 mmol), trifuran-2-ylphosphine (88 mg, 0.37 mmol) and tributyl(vinyl)stannane (659 mg, 2.1 mmol). The reaction flask was purged with N2 and the reaction was stirred at 80° C. for 2 hours. The crude mixture was diluted with EtOAc (30 mL) then washed with H2O, dried over Na2SO4 and concentrated. The residue was purified by flash column chromatography (EtOAc/Hexane 8:1) affording the desired product (80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138181B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-83b37aef7fb040018485a38d04728365 |
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| Source note | uspto-grants-2012_03 |
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