o-Toluenesulfonyl chloride → HCID 131728386, 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-methylbenzenesulfonyl chloride (26 μL, 0.18 mmol). The crude product was purified with preparative HPLC (System B; 10-40% MeCN). The title compound (10 mg, 19%) was obtained as a colorless solid. HPLC 99%, RT=1.41 min (System A; 10-97% MeCN over 3 min), 99%, RT=1.26 min (System B; 10-97% MeCN over 3 min). 1H NMR (400 MHz, methanol-d4) δ ppm 2.66 (s, 3H) 3.50-3.65 (m, 8H) 4.67 (s, 2H) 6.86 (d, J=2.01 Hz, 1H) 7.22-7.29 (m, 1H) 7.30-7.37 (m, 2H) 7.40-7.48 (m, 2H) 7.81-7.90 (m, 2H). MS (ESI+) for C20H23N3O3S m/z 386 (M+H)+.

Provenance & Evidence