o-Toluenesulfonyl chloride → HCID 131728388, 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)-1,4-diazepane-1-carboxylic acid tert-butyl ester (36 mg, 0.10 mmol; obtained in Example 109, Step 2) and 2-methylbenzenesulfonyl chloride (23 μL, 0.16 mmol). The title compound (13 mg, 28%) was obtained as a colorless solid. HPLC 99%, RT=1.35 min (System A; 10-97% MeCN over 3 min), 100%, RT=1.22 min (System B; 10-97% MeCN over 3 min). 1H NMR (400 MHz, methanol-d4) δ ppm 2.26-2.32 (m, 2H) 2.66 (s, 3H) 3.40-3.60 (m, 4H) 3.69-3.83 (m, 4H) 4.69 (s, 2H) 6.86 (d, J=2.26 Hz, 1H) 7.23-7.29 (m, 1H) 7.32-7.38 (m, 2H) 7.41-7.46 (m, 1H) 7.47 (d, J=2.26 Hz, 1H) 7.84-7.90 (m, 2H). MS (ESI+) for C21H25N3O3S m/z 400 (M+H)+.

Provenance & Evidence