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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896936Generated: October 31, 2026

Phosphorus oxychloride → 5-Chloro-3-(trifluoromethyl)-1,6-naphthyridine

https://huagongshe.com/reaction/1896936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1,6-Naphthyridin-5(6H)-one, 3-(trifluoromethyl)-HCID 58562733—
SolventAcetonitrileHCID 6342—
Product5-Chloro-3-(trifluoromethyl)-1,6-naphthyridineHCID 58562745—

Reaction Conditions

Temperature90 °C

Reaction Steps

Into a 50 mL round-bottom flask, was placed a solution of 3-(trifluoromethyl)-1,6-naphthyridin-5(6H)-one (as prepared in the previous step, 1 g, 4.67 mmol, 1.00 equiv) in acetonitrile (10 mL) and phosphoryl trichloride (10 mL). The reaction mixture was stirred for 2 h at 90° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was purified by chromatography over a silica gel column with ethyl acetate/petroleum ether (1:20). The title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518969B2
Source datasetuspto-grants-2013_08
ORD IDord-525b3c9d78b64361a2ffc11548e1df42
Source noteuspto-grants-2013_08