Potassium Carbonate → HCID 66673097, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of {1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl methanesulfonate (prepared as in Example 100, Step 4, 50.4 g, 166 mmol), 6-[2-fluoro-4-(methylthio)phenyl]-3-pyridinol hydrochloride (47.6 g, 175 mmol), powdered potassium carbonate (72.6 g, 525 mmol) and N,N-dimethylformamide (450 mL) was mechanically stirred and heated at 80° C. under nitrogen for 48 h. The reaction was cooled to ambient temperature, poured onto ice water (2.5 L) and allowed to stand for 30 min. The resulting solid was filtered, rinsed with water (500 mL), heptane (500 mL) and air-dried to afford 2-[2-fluoro-4-(methylthio)phenyl]-5-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]pyridine (67.5 g, 92%) as a light tan solid.

Provenance & Evidence