Sodium Hydroxide → HCID 11359669, compound

Participants

Reaction Conditions

Reaction Steps

To sulfonamide 21 (36.9 mg, 0.077 mmol) in EtOH (770 μL) was added 10% aq. NaOH (386 μL) and the reaction mixture heated at 90° C. for 1 h. It was then poured onto water (5 mL), extracted with ethyl acetate (4×10 mL) and the combined organic extracts dried (MgSO4) and concentrated. The residue was purified by preparative LCMS (column LUNA 10μ C18(2) 00G4253-V0 250×50 mm) using water-acetonitrile (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to give inhibitor 22 as a white solid (7.3 mg, 28%); 1H NMR (400 MHz, CDCl3) δ 6.86 (d, J=8.85 Hz, 2H), 7.31-7.39 (m, 3H), 7.57-7.62 (m, 5H), 8.24 (d, J=1.87 Hz, 1H), 8.59 (d, J=1.80 Hz, 1H), 9.83 (bs, 1H).

Provenance & Evidence