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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178461867HCID 178461867—
Product(s)-6-Chloro-4-[2-(1-phenylethylamino)pyrimidin-4-yl]-3-(3-trifluoromethyl-phenyl)pyridazineHCID 12070269—

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602872B1
Source datasetuspto-grants-2003_08
ORD IDord-bfc8b2b48a31417fbea33204e3c1ac78
Source noteuspto-grants-2003_08