[CH3:1][CH:2]([N:4]1[C:8]([CH2:9]O)=[CH:7][N:6]=[CH:5]1)[CH3:3].C(=O)([O-])[O-].[K+].[K+].[CH3:17][C:18]1[N:23]=[C:22]([SH:24])[N:21]=[C:20]([OH:25])[CH:19]=1.CC(C)=O>O=S(Cl)Cl.C(OCC)C>[CH3:17][C:18]1[N:23]=[C:22]([S:24][CH2:9][C:8]2[N:4]([CH:2]([CH3:1])[CH3:3])[CH:5]=[N:6][CH:7]=2)[N:21]=[C:20]([OH:25])[CH:19]=1
[1-(propan-2-yl)-1H-imidazol-5-yl]methanol (255 mg, 1.8 mmol) was dissolved in SOCl2 (2 mL) and diethyl ether (10 mL). After 3 hours, the solvents were evaporated. To the solid was added potassium carbonate (414 mg, 3 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (200 mg, 1.4 mmol), and acetone (20 mL). The resulting mixture was stirred at room temperature overnight. Acetone was evaporated, and the crude solid was purified by column chromatography to provide the title compound as a white solid (150 mg, 32% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.51 (m, 6H), 2.27 (s, 3H), 4.53 (m, 1H), 4.92 (s, 2H), 6.01 (br, 1H), 6.99 (s, 1H), 7.83 (s, 1H); M+ 265.
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