Phosphorus oxychloride → HCID 59006363, compound

Participants

Reaction Steps

tert-Butyl 4-(4-carbamoyl-2-oxo-2,3-dihydroimidazol-1-yl)piperidine-1-carboxylate (175 mg, 0.564 mmol) was suspended in pyridine (3.0 mL). Phosphorus oxychloride (53 μL, 0.569 mmol) was added to the mixture drop-wise. Mixture stirred at ambient temperature for 30 minutes. Reaction was quenched with the drop-wise addition of water. Material was extracted twice with ethyl acetate and the aqueous phase was discarded. Material was washed successively with 1N hydrochloric acid brine and the aqueous phases were discarded. Organics were dried MgSO4, filtered and then concentrated to dryness. Silica gel chromatography eluting ethyl acetate-hexanes afforded the title compound as white solid in 29% yield. MS (M−H)−=291.1.

Provenance & Evidence