Ammonium Chloride → HCID 44553786, compound

Participants

Reaction Steps

A solution of 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinic acid (0.35 g, 1.11 mmol), diisopropylethylamine (0.58 g, 4.44 mmol), 1-hydroxybenzotriazole monohydrate (0.30 g, 2.22 mmol) and O-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (0.71 g, 2.22 mmol) and ammonium chloride (0.36 g, 6.66 mmol) in tetrahydrofuran (10 mL) was stirred at ambient temperature for 23 hours and concentrated in vacuo. The residue was dissolved in dichloromethane, washed with saturated aqueous sodium bicarbonate solution (15 mL) and water (30 mL). The organic solution was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide as a colorless solid (0.14 g, 40%): mp 206-208° C.; 1H NMR (300 MHz, CDCl3) δ 8.68 (s, 1H), 8.34 (d, 4.8 Hz, 1H), 8.13 (s, 1H), 7.62 (s, 1H), 7.33-7.13 (m, 5H), 4.38 (s, 2H), 3.92 (t, J=7.8 Hz, 2H), 3.34 (t, J=8.1 Hz, 2H); MS (ES+) m/z 314.9 (M+1).

Provenance & Evidence