Ethyl 1-(4-fluorophenyl)-6-((2-methylpyrimidin-5-yl)ethynyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate → Ethyl 1-(4-fluorophenyl)-6-(2-(2-methylpyrimidin-5-yl)ethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Participants

Reaction Steps

Compound P (25 mg, 0.059 mmol, 1.0 eq) was dissolved in methanol (2 mL) and palladium on carbon (1 mg) was added. The reaction was pumped and purged with hydrogen and allowed to stir overnight. The reaction was filtered over Celite® and washed with 5% methanol in DCM. The organics were concentrated and purified using reverse phase chromatography to afford 16 mg (63%) of title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.54 (s, 2H), 8.41 (s, 1H), 8.09 (d, J=2.0 Hz, 1H), 7.74-7.71 (m, 2H), 7.55 (dd, J=8.7, 2.1 Hz, 1H), 7.50 (t, J=8.8 Hz, 2H), 6.89 (d, J=8.7 Hz, 1H), 4.20 (q, J=7.1 Hz, 2H), 3.04 (t, J=8.3 Hz, 2H), 2.89 (t, J=8.3 Hz, 2H), 2.53 (s, 3H), 1.24 (t, J=7.1 Hz, 3H); ES-MS [M+1]+: 432.3.

Provenance & Evidence