Hydrogen Peroxide → HCID 59177837, compound

Participants

Reaction Steps

The title compound (109 g, 76%) was prepared as a white solid from 2-[2-fluoro-4-(methylthio)phenyl]-5-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]pyridine (prepared as in Step 2, 138 g, 312 mmol), 30% H2O2 (aq) (41 mL, 410 mmol) and 1,1,1,3,3,3-hexafluoro-2-propanol (400 mL) in a manner similar to Example 171, Step 3. 1H NMR (400 MHz, CDCl3): δ 8.39 (d, 1H, J=2.8 Hz), 8.13 (t, 1H, J=7.8 Hz), 7.77 (dd, 1H, Ja=8.7 Hz, Jb=1.9 Hz), 7.50 (dd, 1H, Ja=10.4 Hz, Jb=1.6 Hz), 7.43 (dd, 1H, Ja=8.1 Hz, Jb=1.7 Hz), 7.26 (d, 1H, J=3.0 Hz), 4.27-4.16 (m, 2H), 3.92 (d, 2H, J=6.2 Hz), 3.20-3.00 (m, 2H), 2.87 (septet, 1H, J=7.0 Hz), 2.74 (s, 3H), 2.15-2.03 (m, 1H), 2.00-1.90 (m, 2H), 1.52-1.40 (m, 2H), 1.27 (d, 6H, J=7.0 Hz); LRMS (ESI), m/z 459 (M+H).

Provenance & Evidence