HCID 21865559, compound → Quinoline

Participants

Reaction Steps

To a solution of the 6-isopropyl-8-(3-methylsulfanyl-phenyl)-quinoline from the previous Step 1 (0.84 g) in MeOH (0.35M) at 0° C. was added a solution of Oxone (0.5 eq) in water (0.18M). The resulting mixture was stirred for 30 min, then poured in saturated aqueous NaHCO3 and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. The residual oil was dissolved in TFAA (0.2M), stirred at 40° C. for 30 min and finally concentrated. The residual oil was dissolved in excess NEt3:MeOH (1:1) and concentrated. The operation was repeated twice to afford the title compound as a yellow oil which was used as such.

Provenance & Evidence