Thionyl Chloride → HCID 58585284, compound

Participants

Reaction Steps

A suspension of 150 mg (0.305 mmol) of 2-(4-chlorophenyl)-4-(4′-fluorobiphenyl-4-yloxy)-5-(4-hydroxypiperidin-1-yl)-2H-pyridazin-3-one (obtainable in analogy to Example 15) is heated under reflux with 4 ml of thionyl chloride for 60 min. After cooling, the reaction solution is concentrated under high vacuum, the residue is partitioned between 50 ml of ethyl acetate and 20 ml of saturated sodium bicarbonate solution, the organic phase is separated off, and the aqueous phase is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulfate, and the solvent is removed in vacuo. The product is purified by chromatography on silica gel with toluene/ethyl acetate from 9:1 to 8:2 as mobile phase.

Provenance & Evidence