Potassium Carbonate → HCID 59177742, compound

Participants

Reaction Steps

The title compound (0.463 g, 58%) was prepared as a white foam from 5-[4-(methylsulfonyl)phenyl]-2-pyrazinol (and tautomers thereof) (prepared as in Example 145, Step 2, 0.43 g, 1.72 mmol), (±)-1,1-dimethylethyl 4-{1-[(methylsulfonyl)oxy]ethyl}-1-piperidinecarboxylate (0.74 g, 2.41 mmol) and K2CO3 (0.48 g, 3.44 mmol) in DMF (15 mL) in a manner similar to Example 150, Step 3. The crude product was purified by chromatography on a silica gel column eluted with 1:2 EtOAc/hexanes then 40% EtOAc/hexanes to give the title compound as a white foam. 1H NMR (400 MHz, CDCl3): δ 8.53 (s, 1H), 8.24 (s, 1H), 8.10 (d, 2H, J=8.3 Hz), 8.02 (d, 2H, J=8.3 Hz), 5.15-5.05 (m, 1H), 4.20-4.10 (m, 2H), 3.07 (s, 3H), 2.75-2.60 (m, 2H), 1.85-1.55 (m, 3H), 1.44 (s, 9H), 1.40-1.20 (m, 5H); LRMS (ESI), m/z 462 (M+H).

Provenance & Evidence