4-Fluorophenylacetylene (I) is coupled to 4-chloro-2-(methylsulfanyl)pyrimidine (II) by means of Pd(PPh3)2Cl2 and CuI to furnish the diaryl acetylene (III). Subsequent condensation of acetylene (III) with sodium azide in hot DMA leads to triazole (IV). Alkylation of (IV) with chloromethyl ethyl ether gives rise to the three possible N-alkylated triazoles, which can be separated by means of preparative HPLC (1,2). The desired regioisomer (V) is then oxidized to sulfoxide (VI) employing m-chloroperbenzoic acid (1). Alternatively, oxone? oxidation of (V) produces the corresponding sulfone (VII) (1,2). Finally, condensation of either sulfoxide (VI) or sulfone (VII) with the sodium salt of m-(acetylamino)phenol (VIII) provides the title compound (1,2).

4-Fluorophenylacetylene (I) is coupled to 4-chloro-2-(methylsulfanyl)pyrimidine (II) by means of Pd(PPh3)2Cl2 and CuI to furnish the diaryl acetylene (III). Subsequent condensation of acetylene (III) with sodium azide in hot DMA leads to triazole (IV). Alkylation of (IV) with chloromethyl ethyl ether gives rise to the three possible N-alkylated triazoles, which can be separated by means of preparative HPLC (1,2). The desired regioisomer (V) is then oxidized to sulfoxide (VI) employing m-chloroperbenzoic acid (1). Alternatively, oxone? oxidation of (V) produces the corresponding sulfone (VII) (1,2). Finally, condensation of either sulfoxide (VI) or sulfone (VII) with the sodium salt of m-(acetylamino)phenol (VIII) provides the title compound (1,2).