1-Hydroxybenzotriazole → HCID 25165721, compound

Participants

Reaction Steps

DIPEA (85.5 mg, 0.114 mL, 0.66 mmol) was added to a stirred solution of N-(2-Oxo-2-piperazin-1-yl-ethyl)-4-phenoxy-benzamide (60 mg, 0.176 mmol) in DMF (3 mL). HOBT (21.89 mg, 0.16 mmol) and EDCI.HCl (70.5 mg, 0.36 mmol) were then added at room temperature. After 2 minutes, 3-methyl-thiophene-2-carboxylic acid (20.9 mg, 0.15 mmol) was added and the resulting mixture was stirred at room temperature overnight. The reaction mixture was then diluted with cold water, and the resulting precipitate was filtered, washed with water then hexane and dried to afford 52 mg (76.5% yield) of N-{2-[4-(3-methyl-thiophene-2-carbonyl)-piperazin-1-yl]-2-oxo-ethyl}-4-phenoxy-benzamide as a pale brown solid. LCMS Purity: 98.86%, HPLC Purity: 98.50%. 1H NMR (CDCl3): δ 7.8 (d, 2H), 7.4 (m, 2H), 7.3 (d, 1H), 7.2 (s, 1H), 7.1 (t, 1H), 7.0 (m, 4H), 6.85 (d, 1H), 4.3 (dd, 2H), 3.7 (m, 6H), 3.5 (t, 2H), 2.2 (s, 3H).

Provenance & Evidence