Cesium carbonate → HCID 59497795, compound

Participants

Reaction Steps

The title compound was synthesized from 5-chloro-N-(trans-2-(hydroxymethyl)cyclohexyl)thiophene-2-sulfonamide (100 mg, 0.32 mmol), cesium carbonate (126 mg, 0.39 mmol), and 3-(4-(bromomethyl)phenyl)-1,2,4-oxadiazole (93 mg, 0.39 mmol) according to the procedure described for N-(4-(1,2,4-oxadiazol-3-yl)benzyl)-4-chloro-N-(trans-2-(hydroxymethyl)cyclohexyl)benzenesulfonamide (Example 11) to give N-(4-(1,2,4-oxadiazol-3-yl)benzyl)-5-chloro-N-(trans-2-(hydroxymethyl)cyclohexyl)thiophene-2-sulfonamide (20 mg, 13%), 1H NMR (400 MHz, CDCl3) δ ppm 8.75 (s, 1H), 8.07 (m, J=8.31 Hz, 2H), 7.54 (m, J=8.31 Hz, 2H), 7.30 (d, J=4.03 Hz, 1H), 6.91 (d, J=4.03 Hz, 1H), 4.72 (d, J=15.36 Hz, 1H), 4.16 (d, J=15.36 Hz, 1H), 3.60-3.65 (m, 1H), 3.68 (dd, J=11.96, 2.90 Hz, 1H), 3.09 (d, J=12.09 Hz, 1H), 1.70-1.80 (m, 1H), 1.66 (d, J=12.84 Hz, 1H), 1.36-1.61 (m, 4H), 1.12-1.28 (m, 1H), 0.92-1.09 (m, 2H). Analytical HPLC R.T.=21.54 min. MS [M+H]+=468. HRMS [M+H]+ calc'd 468.0819, found 468.0815.

Provenance & Evidence