Methyl benzenesulfonate → 3-(5-(1-(4-cyanophenyl)-1H-pyrazol-5-yl)-6-methyl-2-oxo-1-(3-(trifluoromethyl)phenyl)-1,2-dihydropyridine-3-carboxamido)-N,N,N-trimethylpropan-1-aminium benzene sulfonate

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Reaction Steps

A solution of 5-(1-(4-cyanophenyl)-1H-pyrazol-5-yl)-N-(3-(dimethylamino)propyl)-6-methyl-2-oxo-1-(3-(trifluoromethyl)phenyl)-1,2-dihydropyridine-3-carboxamide (5 g, 9.12 mmol) and methyl benzenesulfonate (1.67 g, 9.52 mmol) in acetone (50 mL) was heated at 55° C. for 4 h. After cooling the reaction mixture to room temperature, 2-methyltetrahydrofuran (50 mL) was added. The resulting mixture was stirred overnight. The precipitate was filtered and dried in vacuum oven to give the title product as a light brown solid (6 g, 90%); 1H NMR (400 MHz, DMSO-d6) δ 9.35 (t, 1 H), 7.97 (s, 1 H), 7.83-7.94 (m, 4 H), 7.73-7.83 (m, 2 H), 7.64 (d, 1 H), 7.60 (d, 2 H), 7.46-7.56 (m, 2 H), 7.15-7.31 (m, 3 H), 6.65 (d, 1 H), 3.14-3.24 (m, 4 H), 2.94 (s, 9 H), 1.78-1.90 (m, 2 H), 1.75 (s, 3 H).

Provenance & Evidence