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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 1,6-Naphthyridin-5(6H)-one, 3-(trifluoromethyl)- | HCID 58562733 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Chloro-3-(trifluoromethyl)-1,6-naphthyridine | HCID 58562745 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08518969B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-525b3c9d78b64361a2ffc11548e1df42 |
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| Source note | uspto-grants-2013_08 |
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