Potassium Carbonate → 2-[4-[2-(benzimidazol-2ylsulfinyl)ethyl]piperazin-1-yl]-N-[2-(methanesulfinyl)-6methyl-4-(methylthio)-3-pyridyl] acetamide

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Reaction Steps

To a solution of this sulfoxide (21.4 mg, 0.063 mmol) in DMF (1 ml) were added 1-[2-(benzimidazol-2-ylsulfinyl)ethyl]piperazine (17.6 mg, 0.063 mmol) obtained in Example 146 and potassium carbonate (17.5 mg, 0.127 mmol), and stirred for 12 hours. The reaction solution was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting residue was purified by a silica gel preparative thin layer chromatography (developing solvent; chloroform:sat. ammonia methanol=5:1) to provide 16.7 mg (yield 49%) of the desired compound as pale yellow oil. IR (KBr) cm−1: 3190, 2993, 1674, 1571, 1484. 1H-NMR (CD3OD) δ: 2.15-2.65 (14H, m), 2.63-2.84 (5H, m), 2.89 (2H, s), 3.34 (1H, dt, J=12.0, 6.0 Hz), 3.43 (1H, dt, J=12.0, 6.0 Hz), 7.22 (1H, s), 7.23-7.28 (2H, m), 7.55-7.59 (2H, m).

Provenance & Evidence