HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175615Generated: November 2, 2026
Phosphorus oxychloride → 5-Chloro-3-(trifluoromethyl)-1,6-naphthyridine
https://huagongshe.com/reaction/2175615
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 |
|---|
| Patent number | US09062048B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-326677e2f14e4e7799ca9d46fcf028eb |
|---|
| Source note | uspto-grants-2015_06 |
|---|