Hydrogen Peroxide → HCID 86606873, compound

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Reaction Steps

3-Cyano-N-[(2S)-2-(3,4-dichlorophenyl)-4-(3-thiomorpholin-4-ylazetidin-1-yl)butyl]-N-methyl-1-naphthamide acetate (see Example 24; 127 mg, 0.20 mmol) was dissolved in acetic acid (10 mL) and to the resultant solution was added hydrogen peroxide (0.04 mL of 30% aqueous solution, 0.35 mmol). The mixture was stirred at room temperature for 3 days then diluted with water. The solvent was removed by lyophilising the mixture to give a residue, which was purified by reversed phase chromatography using a mixture of acetonitrile and 0.1 M ammonium acetate aq. There was obtained 52 mg (35%) of the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6): 1.2-2.2 (m, 3H), 1.9 (s, 3H), 2.3-3.6 (m, 20H), 4.4 (c m, 1H), 6.4-7.6 (m, 2H), 7.4 (dd, 1H), 7.6-8.2 (5H), 8.6 (d, 1H); LCMS: m/z 583 (M+1)+.

Provenance & Evidence