Hydrochloric Acid → HCID 68608115, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 88 (19 mg, 42 μmol) in EtOH (1 mL) was added 10% aq. HCl (1 mL) and the reaction mixture heated to reflux (bath temperature 90° C.) for 18 h. The solution was then concentrated and the residue purified by preparative LCMS (column LUNA 10 μ C18(2) 00G-4253-V0 250×50 mm) using water—acetonitrile (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to afford 91 (8 mg, 26 μmol, 62%) as a white powder. 1H NMR (400 MHz, CDCl3) δ 1.49-1.63 (m, 2H), 2.04-2.19 (m, 3H), 2.31-2.50 (m, 4H), 2.92 (d, J=6.9 Hz, 2H), 4.06 (s, 3H), 7.67 (s, 1H), 7.68 (s, 1H), 7.85 (s, 1H), 8.24 (s, 1H), 8.38 (s, 1H), 12.35 (br s, 1H). MS (CI) m/z 309 (MH+).

Provenance & Evidence