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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
Reactant8-Ethyl-7-fluoro-2-(2-propen-1-yloxy)-1,5-naphthyridineHCID 68995469—
CatalystHCID 178418397HCID 178418397—
Product8-Ethyl-7-fluoro-1-(2-propen-1-yl)-1,5-naphthyridin-2(1H)-oneHCID 6899298027%

Reaction Conditions

Temperature150 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-4b91c623732b4dd6bbe63d67594f45de
Source noteuspto-grants-2011_12