Tetrahydrofuran → HCID 46917073, compound

Participants

Reaction Steps

To a solution of (3-quinoxalin-2-ylphenyl)amine (128 mg, 0.578 mmol) and DIEA (115 μL, 0.694 mmol) in THF (5 mL), 3-chloropropionyl chloride (61 μL, 0.636 mmol) was added and the mixture was stirred at room temperature for 48 hrs. The reaction mixture was diluted with ethyl acetate (20 mL), the organic phase was washed with water (10 mL) and then brine (10 mL), dried over MgSO4, and the solvent evaporated in vacuo to afford a light yellow solid. The light yellow solid was triturated with diethyl ether, dried and submitted to preparative LCMS for further purification, to afford 4-chloro-N-[3-(quinoxalin-2-yl)phenyl]butanamide (50 mg, 26% yield). LCMS calculated for C18H16ClN3O (M+H): 326.79. found 326.00. 1H-NMR (DMSO-d6, 400 Mhz) δH: 10.20 (1H, br. S), 9.50 (1H, s), 8.55 (1H, m), 8.20-8.15 (2H, m), 8.04 (1H, m), 7.95-7.85 (m, 3H), 7.54 (1H, m), 3.62 (2H, t, 0.1=7 Hz), 2.60 (2H, m), 2.1 (2H, m).

Provenance & Evidence