2-Thiophenesulfonyl chloride → HCID 67011900, compound

Participants

Reaction Steps

1-(3-Aminophenyl)-N-(pyridin-3-ylmethyl)-1H-benzimidazole-5-carboxamide dihydrochloride (60 mg, 0.17 mmol) was dissolved in 2 mL pyridine at 0° C. and 2-thiophenesulphonyl chloride (31 mg, 0.17 mmol) was added in one portion to the mixture, and the reaction was stirred room temperature. After 16 h, the reaction mixture was concentrated in vacuo. The residue was purified using the Waters mass-directed HPLC purification system to yield N-pyridin-3-ylmethyl-1-{3-[(thien-2-ylsulfonyl)amino]phenyl}-1H-benzimidazole-5-carboxamide as a white solid. 1H NMR (400 MHz, CD3OD): δ 8.60 (s, 1H), 8.48 (d, J=12.0 Hz, 2H), 8.30 (s, 1H), 7.90 (t, J=8.0 Hz, 2H), 7.69 (d, J=4.0 Hz, 1H), 7.55 (dd, J=1.2 Hz, 4.0 Hz, 1H), 7.48-7.43 (m, 3H), 7.37 (t, J=2.0 Hz, 1H), 7.21 (t, J=8.0 Hz, 1H), 7.09 (t, J=8.0 Hz, 1H), 4.67 (d, J=5.4 Hz, 2H). MS (ES+): m/z 490 [MH+].

Provenance & Evidence