Dimethylformamide → HCID 59161309, compound

Participants

Reaction Steps

Add N-[9-(3-fluoro-benzyl)-6-hydroxy-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide (175 mg, 0.46 mmol), ethyl iodide (72 mg 0.46 mmol), and sodium hydride (60% suspension in mineral oil, 37 mg, 0.92 mmol) to dimethylformamide (1 mL) and stir at room temperature overnight. Dilute the reaction with ethyl acetate, wash with water (2×), dry over sodium sulfate, and concentrate. Recrystallize from ethyl acetate/hexanes to obtain the title compound (107 mg, 57%): MS (ES): m/z (M+1); 1H NMR (CDCl3): δ 7.28 (m, 1H), 7.11 (d, 1H), 6.98 (s, 1H), 6.97 (m, 1H), 6.82 (d, 1H), 6.79 (d, 1H), 6.65 (d, 1H), 5.58 (broad s, 1H, NH), 5.22 (s, 2H), 4.44 (m, 1H), 4.09 (q, 2H), 3.15 (dd, 1H), 2.60-2.81 (m, 3H), 2.33 (m, 1H), 2.15 (m, 2H), 1.45 (t, 1H), 1.18 (m, 6H).

Provenance & Evidence