Tetrabutylammonium Fluoride → Ethyl 6-ethynyl-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Participants

Reaction Steps

To a solution of Compound Q (205 mg, 0.5 mmol) in THF (2.5 mL) was added a 1M solution of TBAF in THF (554 μL, 0.55 mmol). After thirty minutes the reaction was concentrated in vacuo. Purification by flash chromatography on silica gel afforded 110 mg (65%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 8.47 (s, 1H), 8.28 (d, J=1.84 Hz, 1H), 7.77-7.69 (m, 3H), 7.54-7.5 (m, 2H), 6.67 (d, J=8.8 Hz, 1H), 4.22-4.19 (m, 3H), 1.28-1.23 (m, 3H); ES-MS [M+1]+: 336.3.

Provenance & Evidence