HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394478Generated: October 25, 2026
Sodium Hydroxide → (s)-6-Chloro-4-[2-(1-phenylethylamino)pyrimidin-4-yl]-3-(3-trifluoromethyl-phenyl)pyridazine
https://huagongshe.com/reaction/394478
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 178461867 | HCID 178461867 | — |
| Product | (s)-6-Chloro-4-[2-(1-phenylethylamino)pyrimidin-4-yl]-3-(3-trifluoromethyl-phenyl)pyridazine | HCID 12070269 | — |
Reaction Steps
Compound 9 (3.5 g, 7.96 mmol) and phosphorus oxychloride (20 mL) were combined under argon then heated at 90° C. for 0.5 h. The solution was cooled and poured onto ice. The resulting suspension was made basic with 2N sodium hydroxide and extracted several times with methylene chloride. The combined organic extracts were washed with brine and dried with anhydrous sodium sulfate. Evaporation of the solvent in vacuo gave an oil which was purified by flash column chromatography (hexane ethyl acetate 80:20) to give Compound 10 as a foam: 2.9 g (6.4 mmol, 80%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06602872B1 |
|---|
| Source dataset | uspto-grants-2003_08 |
|---|
| ORD ID | ord-bfc8b2b48a31417fbea33204e3c1ac78 |
|---|
| Source note | uspto-grants-2003_08 |
|---|