Ether hydrochloride → HCID 66893811, compound

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Reaction Steps

Deprotection of the N-t-BOC group in 4-[5-(2-methoxy-5-methyl-benzenesulfonylamino)-benzofuran-7-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester (Step 3) was performed by adding HCl/ether to a solution of the said substrate in ethyl acetate and allowed to stir overnight at ambient temperature. Concentration of the solution gave the title product as a white solid. Yield: 31 mg. HPLC 96% RT=2.73 min (System A; 30-80% MeCN over 3 min), 1.05 min (System C; 2-95% MeCN over 2 min). 1H NMR (400 Mz, methanol-d4) δ ppm 2.17 (s, 3H), 3.19 (m, 2H), 3.34 (m, 2H), 3.49 (m, 2H), 3.91 (s, 3H), 4.01 (m, 2H), 6.80 (d, J=2.2 Hz, 1H), 6.99 (d, J=8.6 Hz, 1H), 7.20 (d, J=2.2 Hz, 1H), 7.28 (dd, J=8.6, 2.0 Hz, 1H), 7.45 (d, J=2.2 Hz, 1H), 7.49 (d, J=2.0 Hz, 1H), 7.76 (d, J=2.0 Hz, 1H). 13C NMR (400 Mz, MeOH-d4) δ ppm 19.15, 55.60, 94.55, 106.86, 112.31, 116.62, 118.32, 118.44, 125.90, 129.07, 129.89, 130.51, 133.47, 135.37, 140.33, 147.22, 147.92, 154.75, 166.24 (C═O). MS (ESI) for C21H23N3O5S m/z 430 (M+H).

Provenance & Evidence