Cesium carbonate → 4-chloro-N-(1-(hydroxymethyl)cyclohexyl)-N-(4-(oxazol-2-yl)benzyl)benzenesulfonamide

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Reaction Steps

The title compound was synthesized from 4-chloro-N-(1-(hydroxymethyl)cyclohexyl)benzenesulfonamide (114 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 N-(4-bromobenzyl)-4-chloro-N-(1-(hydroxymethyl)cyclohexyl)benzenesulfonamide (Example 39) to give 4-chloro-N-(1-(hydroxymethyl)cyclohexyl)-N-(4-(oxazol-2-yl)benzyl)benzenesulfonamide (145 mg, 84%). 1H NMR (400 MHz, CDCl3) δ ppm 7.99 (2H, d, J=8.06 Hz), 7.77 (2H, d, J=8.56 Hz), 7.69 (1H, s), 7.45 (4H, dd, J=15.36, 8.56 Hz), 7.21 (1H, s), 4.78 (2H, s), 3.86 (2H, br. s.), 2.92 (1H, hr. s.), 1.81-1.90 (2H, m), 1.42-1.54 (5H, m), 1.20-1.31 (2H, m), 0.95-1.07 (1H, m). LC/MS R.T.=2.18 min; [M+H]+=461.08. HRMS [M+H]+ calc'd 461.1302, found 461.1321.

Provenance & Evidence