HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656905Generated: October 30, 2026
O-Xylene → 8-Ethyl-7-fluoro-1-(2-propen-1-yl)-1,5-naphthyridin-2(1H)-one
https://huagongshe.com/reaction/656905
Participants
| Role | Name | HCID | Charge |
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| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | 8-Ethyl-7-fluoro-2-(2-propen-1-yloxy)-1,5-naphthyridine | HCID 68995469 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 8-Ethyl-7-fluoro-1-(2-propen-1-yl)-1,5-naphthyridin-2(1H)-one | HCID 68992980 | 27% |
Reaction Steps
8-Ethyl-7-fluoro-2-(2-propen-1-yloxy)-1,5-naphthyridine (0.660 g, 2.84 mmol) was dissolved in xylene (14 ml) at rt under argon, whereupon tetrakis(triphenylphosphine)palladium (0.329 g, 0.284 mmol) was added. The reaction was then heated to 150° C. for 30 mins. Reaction was then cooled, a solid then precipitated out which was filtered. The filtrate was then purified by column chromatography on silica gel eluting with 0-100% EtOAc in hexane then 0-20% MeOH in EtOAc gradient to give title compound as a white solid (0.181 g, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071592B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-4b91c623732b4dd6bbe63d67594f45de |
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| Source note | uspto-grants-2011_12 |
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