Pyridinium chloride → HCID 11466025, compound

Participants

Reaction Conditions

Reaction Steps

A 25 mL round-bottomed flask equipped with a stir bar and a 19 cm glass sleeve was charged with 0.27 g (0.51 mmol) of 4-[4-(5-Chloro-2-methoxy-phenyl)-2-oxo-6-trifluoromethyl-1,2-dihydro-quinolin-3-ylsulfanyl]-benzoic acid ethyl ester and 2.7 g (23.3 mmol) of pyridine hydrochloride. The flask was flushed with nitrogen and a pipet emitting a stream of nitrogen was placed into the glass sleeve. The flask was placed in an oil bath pre-heated to 220° C. The TLC after 40 minutes showed the reaction was complete. The mixture was poured into 150 ml of 1 N HCl and then sonicated for 5 minutes to completely dissolve the pyridine hydrochloride. The white solid precipitate was filtered, washed with 1N HCl and dried to a constant weight to afford 0.21 g (84%) of the title compound. 1H NMR 300 MHz (DMSOd6) 6.98 (d, 1H, J=8.7 Hz), 7.25 (m, 4H), 7.35 (dd, 1H, J=6.1, 2.7 Hz), 7.59 (d, 1H, J=8.5, Hz), 7.75 (d, 2H, J=8.5 Hz), 7.91 (1H, dd, J=8.7, 1.8 Hz). IR cm−1 3206 (br), 1684, 1654, 1628, 1594, 1314. MS m/z 490 (M−H).

Provenance & Evidence