2-Trifluoromethylbenzenesulphonyl chloride → n-{7-[(3-Methylpiperazin-1-yl)methyl]-1-benzofuran-5-yl}-2-(trifluoromethyl)benzenesulfonamide, dihydrochloride

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 115, Step 4, starting from tert-butyl 4-[(5-amino-1-benzofuran-7-yl)methyl]-2-methylpiperazine-1-carboxylate (41 mg crude starting material, 0.11 mmol; obtained in Example 115, Step 3) and 2-(trifluoromethyl)benzenesulfonyl chloride (25 μL, 0.17 mmol). The title compound (24 mg, 44%) was obtained as an off-white solid. HPLC 98%, RT=1.56 min (System A; 10-97% MeCN over 3 min), 97%, RT=1.37 min (System B; 10-97% MeCN over 3 min). 1H NMR (400 MHz, methanol-d4) δ ppm 1.41 (d, J=6.53 Hz, 3H) 3.36-3.44 (m, J=13.30, 12.05 Hz, 1H) 3.47-3.78 (m, 5H) 3.81-3.94 (m, 1H) 4.74 (s, 2H) 6.88 (d, J=2.26 Hz, 1H) 7.41 (d, J=2.01 Hz, 1H) 7.53 (d, J=2.26 Hz, 1H) 7.68-7.76 (m, 2H) 7.88 (d, J=2.01 Hz, 1H) 7.90-7.95 (m, J=6.90, 2.13 Hz, 1H) 8.09-8.13 (m, 1H). MS (ESI+) for C21H22F3N3O3S m/z 454 (M+H)+.

Provenance & Evidence