Cesium carbonate → HCID 59497812, compound

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Reaction Steps

The title compound was synthesized from 4-chloro-N-(cis-2-(hydroxymethyl)cyclopentyl)benzenesulfonamide 145 mg, 0.50 mmol), cesium carbonate (326 mg, 1.0 mmol), and 3-(4-(bromomethyl)phenyl)-1,2,4-oxadiazole (143 mg, 0.60 mmol) according to the procedure described for 4-chloro-N-(4-cyanobenzyl)-N-(trans-2-(hydroxymethyl)cyclopentyl)benzenesulfonamide (Example 2) to give N-(4-(1,2,4-oxadiazol-3-yl)benzyl)-4-chloro-N-(cis-2-(hydroxymethyl)cyclopentyl)benzenesulfonamide (30 mg, 13%). 1H NMR (400 MHz, CDCl3) δ ppm 8.74 (1H, s), 8.04 (2H, d, J=8.31 Hz), 7.68-7.73 (2H, m), 7.40-7.46 (4H, m), 4.66 (1H, d, J=16.87 Hz), 4.38 (1H, d, J=16.87 Hz), 4.23 (1H, q, J=7.22 Hz), 3.55 (1H, dd, J=11.21, 7.18 Hz), 338 (1H, dd, J=11.33, 5.04 Hz), 2.13-2.28 (1H, m), 1.49-1.83 (5H, m), 1.19-1.29 (1H, m). LC/MS R.T.=2.15 min; [M+H]+=448.14. HRMS [M+H]+ calc'd 448.1098, found 448.1108.

Provenance & Evidence