Diisopropylethylamine → HCID 178521696, compound

Participants

Reaction Steps

To a solution of 1-(2-nitro-benzenesulfonyl)-piperazin-2-one HCl salt (0.76 g, 2.36 mmol), [6-N-(benzhydryloxycarbonyl)-adenin-9-yl]-acetic acid (1.0 g, 2.47 mmol), and PyBOP (1.35 g) in DMF (20 mL) was added N,N-diisopropylethylamine (0.95 mL) at 5° C. After stirring for additional 2 h, the reaction mixture was diluted with ethyl acetate (200 mL) and water (150 mL). The organic layer was separated and washed with water, 5% aqueous sodium bicarbonate, 10% aqueous citric acid, and brine. The organic layer was dried over sodium sulfate and concentrated in reduced pressure. The residue was purified by column chromatography to give the title compound (830 mg, 58%). 1H NMR (DMSO-d6) δ 10.95 (s, 1H), 8.59 (s, 0.6H), 8.58 (s, 0.4H), 8.40˜8.36 (m, 1H), 8.33 (s, 0.6H), 8.31 (s, 0.4H), 8.14 (d, 1H), 8.06˜7.96 (m, 2H), 7.54˜7.27 (m, 10H), 6.82 (s, 1H), 5.39 (s, 1.2H), 5.30 (s, 0.8H), 4.56 (s, 0.8H), 4.27 (s, 1.2H), 4.12˜4.08 (m, 2.4H), 3.92˜3.86 (m, 1.6H).

Provenance & Evidence