2-Thiophenesulfonyl chloride → HCID 66893886, 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-thiophenesulfonyl chloride (29 mg, 0.16 mmol). Additional 2-thiophenesulfonyl chloride (10 mg, 0.06 mmol) was added with continuous stirring for 1 h. The title compound (10 mg, 22%) was obtained as a colorless solid. HPLC 100%, RT=1.20 min (System A; 10-97% MeCN over 3 min), 100%, RT=1.06 min (System B; 10-97% MeCN over 3 min). 1H NMR (400 MHz, methanol-d4) δ ppm 2.20-2.29 (m, 2H) 3.34-3.41 (m, 2H) 3.41-3.55 (m, 2H) 3.63-3.69 (m, 2H) 3.69-3.77 (m, 2H) 4.66 (s, 2H) 6.84 (d, J=2.26 Hz, 1H) 6.98 (dd, J=5.02, 3.76 Hz, 1H) 7.32 (d, J=2.01 Hz, 1H) 7.42 (dd, J=3.76, 1.25 Hz, 1H) 7.47 (d, J=2.26 Hz, 1H) 7.63 (dd, J=5.02, 1.25 Hz, 1H) 7.82 (d, J=2.26 Hz, 1H). MS (ESI+) for C18H21N3O3S2 m/z 392 (M+H)+.

Provenance & Evidence