Cesium carbonate → 4-chloro-N-(cis-2-(hydroxymethyl)cycloheptyl)-N-(4-(oxazol-2-yl)benzyl)benzenesulfonamide

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Reaction Steps

The title compound was synthesized from 4-chloro-N-(cis-2-(hydroxymethyl)cycloheptyl)benzenesulfonamide (119 mg, 0.38 mmol), cesium carbonate (244 mg, 0.75 mmol), and 2-(4-(bromomethyl)phenyl)oxazole (98 mg, 0.41 mmol) according to the procedure described for 4-chloro-N-(4-cyanobenzyl)-N-(trans-2-(hydroxymethyl)cyclopentyl)benzenesulfonamide (Example 40) to give 4-chloro-N-(cis-2-(hydroxymethyl)cycloheptyl)-N-(4-(oxazol-2-yl)benzyl)benzenesulfonamide (97 mg, 54%). 1H NMR (400 MHz, CDCl3) δ ppm 7.95 (2H, d, J=8.31 Hz), 7.71 (1H, s), 7.66 (2H, d, J=8.56 Hz), 7.43 (4H, t, J=9.06 Hz), 7.26 (1H, s), 4.64 (1H, d, J=16.62 Hz), 4.41 (1H, d, J=16.62 Hz), 4.24-4.31 (1H, m), 3.57 (1H, dd, J=11.33, 8.31 Hz), 3.33 (1H, dd, J=11.33, 5.54 Hz), 1.90-2.05 (1H, m), 1.40-1.78 (6H, m), 1.11-1.34 (5H, m). LC/MS R.T.=2.21 min; [M+H]+=475.11. HRMS [M+H]+ calc'd 475.1458, found 475.1437.

Provenance & Evidence