2-Trifluoromethylbenzenesulphonyl chloride → HCID 131728393, compound

Participants

Reaction Steps

starting from tert-butyl (1S,4S)-5-[(5-amino-1-benzofuran-7-yl)methyl]-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (44 mg crude starting material, 0.10 mmol; obtained in Example 118, Step 2) and 2-(trifluoromethyl)benzenesulfonyl chloride (24 μL, 0.15 mmol). The title compound (18 mg, 34%) was obtained as an off-white solid. HPLC 99%, RT=1.46 min (System A; 10-97% MeCN over 3 min), 100%, RT=1.29 min (System B; 10-97% MeCN over 3 min). 1H NMR (400 MHz, methanol-d4) δ ppm 2.31-2.37 (m, J=13.05 Hz, 1H) 2.65-2.78 (m, J=6.27 Hz, 1H) 3.53-3.60 (m, J=13.43, 2.89 Hz, 1H) 3.67-3.76 (m, 1H) 3.88-3.96 (m, J=12.80 Hz, 1H) 4.51 (s, 1H) 4.66 (s, 1H) 4.72-4.79 (m, 1H) 4.84 (d, 2H) 6.88 (d, J=2.01 Hz, 1H) 7.46 (d, J=2.01 Hz, 1H) 7.51 (d, J=2.01 Hz, 1H) 7.68-7.75 (m, 2H) 7.88 (d, J=2.26 Hz, 1H) 7.89-7.94 (m, 1H) 8.09-8.13 (m, 1H). MS (ESI+) for C21H20F3N3O3S m/z 452 (M+H)+.

Provenance & Evidence