Water → HCID 67516958, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-[2-(4-{[3-iodo-4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one (190 mg, 034 mmol) and CuCN (47 mg, 0.52 mmol) in 2 ml of anhydrous DMF was heated to 110° C. under N2 for 30 min. The reaction was cooled to ambient temperature, and then 15 ml of water was added. Extracted with DCM and the organic layer was dried over anhydrous sodium sulfate and concentrated. The crude product was purified via prep-TLC to afford 5-(2-oxo-2-{4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}ethyl)-2-(1H-tetrazol-1-yl)benzonitrile. 1H-NMR (400 MHz, CD3CN) δ ppm 9.36 (s, 1H), 7.85 (s, 1H), 7.72˜7.79 (m, 3H), 7.44˜7.50 (m, 2H), 5.30 (s, 2H), 3.87 (s, 2H), 2.49 (t, J=7.5 Hz, 21H), 2.64 (t, J=7.2 Hz, 2H), 2.65˜2.70 (m, 2H), 2.46˜2.53 (m, 4H).

Provenance & Evidence