Sodium Hydroxide → HCID 178420919, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 40 (60 mg, 0.15 mmol), EtOH (1.54 mL) and 10% aq. NaOH (767 μL) were heated at 90° C. for 45 min then cooled and poured onto water (11 mL) and extracted with ethyl acetate (4×10 mL). The combined organic extracts were dried (MgSO4), concentrated and the residue purified by preparative LCMS (column LUNA 10μ C18(2) 00G-4253-V0 250×50 mm) using water—acetonitrile (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to give the product as a white solid (10.7 mg, 28%); 1H NMR (400 MHz, CDCl3+2 drops CD3OD) δ 6.70 (d, J=1.0 Hz, 1H), 7.45 (s, 1H), 7.49 (t, J=1.5 Hz, 1H), 7.89 (s, 1H), 8.16 (bs, 1H), 8.75 (d, J=1.9 Hz, 1H), 8.92 (s, 1H).

Provenance & Evidence