N-[2-(diethylamino)ethyl]-4-fluoro-6-iodoquinoline-2-carboxamide → N-[2-(diethylamino)ethyl]-4-fluoro-6-(tributylstannyl)quinoline-2-carboxamide

Participants

Reaction Steps

This compound was prepared, starting from compound 106 (206 mg, 0.50 mmol), according to the procedure developed for compound 112. The purification was performed using column chromatography (Al2O3, cyclohexane/AcOEt, 5/5, v/v) to give compound 113 (165 mg, 0.29 mmol) as an orange oil. Yield 57%; Rf (Al2O3, cyclohexane/AcOEt, 5/5, v/v) 0.73; IR (CCl4) ν 1521, 1684, 2929, 2962 cm−1; 1H NMR (200 MHz, CDCl3) δ 0.88 (t, 9H, J=7.0 Hz), 1.10 (t, 6H, J=7.1 Hz), 1.17 (m, 6H), 1.33 (m, 6H), 1.55 (m, 6H), 2.64 (q, 4H, J=7.1 Hz), 2.74 (t, 2H, J=6.3 Hz), 3.59 (q, 2H, J=6.3 Hz), 7.88 (d, 1H, J=8.3 Hz), 7.94 (d, 1H, 3JH-F=10.4 Hz), 8.04 (dd, 1H, J=1.4, 8.3 Hz), 8.20 (d, 1H, 3J119Sn/117Sn-H=40.8 Hz), 8.61 (m, 1H); ESI-MS m/z 580.2 [M+H]+.

Provenance & Evidence