Methanol → HCID 10073897, compound

Participants

Reaction Steps

To a solution of 6-(1-methanesulfonyl-1-methyl-ethyl)-8-[3-(6-methylsulfanyl-pyridin-2-yl)-phenyl]-quinoline from Step 2 (1.0 eq.) in THF:MeOH: saturated aqueous NaHCO3 (2:1:1) was added Oxone (2.2 eq.). The mixture was stirred for 12 h at rt, poured in water and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Tol:Ace; 4:1) afforded the title compound as a white solid. 1H NMR (500 MHz, acetone-d6): δ 8.93 (dd, 1H), 8.55 (t, 1H), 8.46 (dd, 1H), 8.30–8.20 (m, 5H), 7.99 (dd, 1H), 7.89 (dt, 1H), 7.65 (t, 1H), 7.57 (dd, 1H), 3.33 (s, 3H), 2.74 (s, 3H), 2.00 (s, 6H).

Provenance & Evidence