Potassium Hydroxide → HCID 59375485, compound

Participants

Reaction Steps

To a stirred solution of 6-[(1,2,2-trimethylpropyl)amino]-9-[(trimethylsilyl)ethynyl]benzo[c]-1,6-naphthyridin-1(2H)-one (20 mg, 0.05 mmol) in MeOH (3.0 mL) was added KOH (6.0 mg, 0.09 mmol). The resulting mixture was stirred at room temperature for 3 h. The reaction mixture was diluted with water (5 mL) and extracted with ethyl acetate (3×5 mL). The combined organic layers were washed with brine (5 mL), dried over magnesium sulfate, filtered, concentrated to afford 9-ethynyl-6-[(1,2,2-trimethylpropyl)amino]benzo[c]-1,6-naphthyridin-1(2H)-one. 1H NMR (300 MHz, CDCl3) δ 10.15 (s, 1H), 7.69 (d, J=8.3 Hz, 1H), 7.62 (d, J=10.1 Hz, 1H), 7.31 (s, 1H), 6.62 (s, 1H), 3.23 (s, 1H), 1.25 (m, 3H), 1.04 (s, 9H). LRMS calculated for C20H21N3O [M+H]+, 320; found 320.

Provenance & Evidence