Thiophenol → HCID 58465806, compound

Participants

Reaction Steps

To a mixture of 5-[(2-nitrophenyl)sulfonyl]-N-(tetrahydro-2H-pyran-2-yloxy)-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxamide (0.15 g, 0.32 mmol) and cesium carbonate (0.2 g, 0.62 mmol) in acetonitrile (10 mL) was added a solution of benzenethiol (0.063 mL, 0.62 mmol) in acetonitrile (0.60 mL). The resulting reaction mixture was stirred at room temperature for 1 hour. The solvent was evaporated and the residue applied directly to silica purification (5% MeOH/DCM) to afford the title compound as a white solid (0.082 g, 91%). LC-MS: (FA) ES+281; 1H NMR (400 MHz, CDCl3) δ 6.59 (s, 1H), 5.30 (s, 1H), 5.08 (s, 1H), 4.39-4.32 (m, 2H), 4.08-4.00 (m, 1H), 3.92 (q, J=15.7 Hz, 2H), 3.71-3.61 (m, 1H), 3.26-3.15 (m, 2H), 2.29 (s, 1H), 1.92-1.79 (m, 5H), 1.70-1.54 (m, 3H).

Provenance & Evidence