Lawesson's reagent → HCID 9926976, compound

Participants

Reaction Steps

(-)-5-Acetamidomethyl-3-(3-fluoro-4-(pyrrol-1-yl)phenyll)isoxazoline (Example 12) (452 mg) is combined with Lawesson's Reagent (655 mg) in 5 ml dioxane in a 25 ml one neck round bottom flask under nitrogen. The reaction is warmed to reflux for 30 minutes and is cooled to room temperature. The insoluble material is removed by filtration and the filtrate is concentrated in vacuo to an amber syrup. The crude material is chromatographed two times over 25 g silica gel (230-400 mesh), eluting with 3% methanol/dichloromethane while collecting 5 ml fractions. Fractions 10-30 are combined and concentrated to provide 345 mg of the title compound as an off-white solid, mp 152-153° C., [α]25D -27 (c 0.60, ethanol).

Provenance & Evidence