Cesium carbonate → HCID 59497814, compound

Participants

Reaction Steps

The title compound was synthesized from 4-chloro-N-(trans-2-(hydroxymethyl)cycloheptyl)benzenesulfonamide (100 mg, 0.32 mmol), cesium carbonate (205 mg, 0.63 mmol), and 3-(4-(bromomethyl)phenyl)-1,2,4-oxadiazole (90 mg, 0.38 mmol) according to the procedure described for 4-Chloro-N-(4-cyanobenzyl)-N-(trans-2-(hydroxymethyl)cycloheptyl)benzenesulfonamide (Example 40) to give N-(4-(1,2,4-oxadiazol-3-yl)benzyl)-4-chloro-N-(trans-2-(hydroxymethyl)cycloheptyl)benzenesulfonamide (50 mg, 33%). 1H NMR (400 MHz, CDCl3) δ ppm 8.75 (1H, s), 8.08 (2H, d, J=8.31 Hz), 7.70-7.79 (2H, m), 7.55 (2H, d, J=8.31 Hz), 7.47-7.52 (2H, m), 4.73 (1H, d, J=15.86 Hz), 4.02 (1H, d, J=15.61 Hz), 3.82 (1H, ddd, J=11.14, 8.75, 3.02 Hz), 3.71 (1H, dd, J=11.71, 3.90 Hz), 3.31 (1H, dd, J=11.58, 2.52 Hz), 2.55 (1H, br. s.), 1.43-1.68 (6H, m), 1.17-1.42 (5H, m). LC/MS R.T.=2.29 min; [M+H]+=476.18. HRMS [M+H]+ calc'd 476.1411, found 476.1398.

Provenance & Evidence