Potassium Carbonate → (+/-)-5-[(1-{1-[3-(1-Methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-2-[4-(methylsulfonyl)phenyl]pyridine

Beteiligte Stoffe

Reaktionsschritte

The title compound (0.295 g, 54%) was prepared as a white foam from 6-[4-(methylsulfonyl)phenyl]-3-pyridinol (0.29 g, 1.16 mmol), (±)-1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl methanesulfonate (0.53 g, crude), K2CO3 (0.32 g, 2.32 mmol) in DMF (10 mL) in a manner similar to Example 139, Step 3. The crude material was purified by chromatography on a silica gel column eluted with 1:7 acetone/CH2Cl2 to give the title compound as a white foam. 1H NMR (400 MHz, CDCl3): δ 8.38 (d, 1H, J=3.0 Hz), 8.13 (d, 2H, J=8.5 Hz), 8.00 (d, 2H, J=8.6 Hz), 7.74 (d, 1H, J=8.8 Hz), 7.35-7.25 (m, 1H), 4.35-4.25 (m, 1H), 4.25-4.15 (m, 2H), 3.10-3.00 (m, 5H), 2.87 (septet, 1H, J=7.0 Hz), 2.05-1.95 (m, 1H), 1.95-1.75 (m, 2H), 1.40-1.20 (m, 2H), 1.34 (d, 3H, J=6.3 Hz), 1.27 (d, 6H, J=6.9 Hz); LRMS (ESI), m/z 471 (M+H).

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