Acetic Anhydride → 1-{[o-(Cyclopropylhydroxymethyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidinyl)urea acetate

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Reaction Steps

Acetic anhydride (0.18 mL, 0.19 g, 1.9 mmol) is added to a mixture of 1-[(α-cyclopropyl-α-hydroxy-o-tolyl)sulfamoyl]-3-(4,6-dimethoxy-2-pyrimidinyl)urea (0.40 g, 0.9 mmol) in pyridine. The reaction mixture is stirred at room temperature for 18 hours, treated with additional acetic anhydride (0.27 mL, 2.9 mmol), stirred for 5 hours, diluted with water and extracted with ether. The combined organic extracts are dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a residue. Flash column chromatography of the residue using silica gel and 50% to 75% ethyl acetate in hexanes solutions gives the title product as a white powder (0.10 g, 23%, mp 156°-158° C.) which is identified by 1HNMR and MS spectral analyses.

Provenance & Evidence