1,4-Dioxane → HCID 68982672, compound

Participants

Reaction Conditions

Reaction Steps

To the dioxane (1 mL) solution of N-[2-({2-[2-(tert-butyl-dimethyl-silanyloxy)-ethylamino]-pyridin-4-yl}-hydroxy-methyl)-5-chloro-pyridin-3-yl]-4-methyl-3-trifluoromethyl-benzenesulfonamide from step 1, was added MnO2 (440 mg, 5 mmol). The mixture was stirred at 80° C. for 1 hour, filtered, concentrated. The deprotection was performed in 4 M HCl in dioxane (4 mL) and water (1 mL) for 1 hour at RT. The solvent was evaporated and the residue was purified with HPLC to give N-{5-chloro-2-[2-(2-hydroxy-ethylamino)-pyridine-4-carbonyl]-pyridin-3-yl-}-methyl-3-trifluoromethyl-benzenesulfonamide: 1H NMR (400 MHz, CDCl3) δ 8.3 (s, 1 H), 8.15 (d, 2H), 8.05 (s, 1 H), 7.9 (d, 1 H), 7.4 (d, 1 H), 6.7 (m, 2H), 3.8 (m, 2H), 3.5 (m, 2 H), 2.5 (s, 3H); MS m/z: 515 (M+H)+.

Provenance & Evidence