Hydrochloric Acid → HCID 135466501, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[3-(N-hydroxycarbamimidoyl)-phenoxazin-10-yl]-piperidine-1-carboxylic acid tert-butyl ester, 1b (0.13 g; 0.31 mmol) in dioxane (5 mL) was added 1,1′-carbonyldiimidazole (75 mg; 0.46 mmol), and the mixture was stirred at 110° C. for 4 hr. The mixture was allowed to cool to rt, and treated with 4N HCl in dioxane (5 mL). The mixture was stirred at rt for 16 hr and evaporated. The residue was suspended in methanol, and the solid was removed via filtration. The filtrate was purified via reverse phase HPLC (eluent gradient: 20 to 40% CH3CN in water containing 0.1% TFA) to yield 8.8 mg (14.4%) of 3-(10-piperidin-4-yl-10H-phenoxazin-3-yl)-4H-[1,2,4]oxadiazol-5-one, 2b as a TFA salt. MS m/z (MH+) 351.1.

Provenance & Evidence