2-Thiophenesulfonyl chloride → HCID 131728387, compound

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 106, Step 3, starting from 4-(5-amino-benzofuran-7-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester (40 mg, 0.12 mmol; obtained in Example 106, Step 2) and 2-thiophenesulfonyl chloride (33 mg, 0.18 mmol). Additional 2-thiophenesulfonyl chloride (10 mg, 0.05 mmol) was added with continued stirring for 1 h. The crude product was purified with preparative HPLC (System B; 10-40% MeCN). The title compound (3 mg, 6%) was obtained as a colorless solid. HPLC 95%, RT=1.25 min (System A; 10-97% MeCN over 3 min), 95%, RT=1.11 min (System B; 10-97% MeCN over 3 min). 1H NMR (400 MHz, methanol-d4) δ ppm 3.43-3.49 (m, 4H) 3.50-3.57 (m, 4H) 4.59 (s, 2H) 6.90 (d, J=2.26 Hz, 1H) 7.05 (dd, J=5.02, 3.76 Hz, 1H) 7.35 (d, J=2.26 Hz, 1H) 7.45-7.50 (m, 2H) 7.70 (dd, J=5.02, 1.51 Hz, 1H) 7.88 (d, J=2.26 Hz, 1H). MS (ESI+) for C17H19N3O3S2 m/z 378 (M+H)+.

Provenance & Evidence