Methanol → HCID 90333612, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of 2-chloro-11-fluoro-6-((methylthio)methyl)-5,6-dihydroindolo[1,2-h][1,7]naphthyridine (100 mg, 0.3 mmol) in MeOH (2 mL) was added a solution of Oxone (185 mg, 0.3 mmol) in H2O (2 mL) at 0° C., and the mixture was stirred at 25° C. for 24 h. Then the mixture was diluted with water (5 mL) and extracted with EtOAc (5 mL×3). The combined organic layer was washed with brine (10 mL), dried over Na2SO4 and concentrated. The residue was purified by column chromatography (DCM:EA=10:1) to afford the desired product of 2-chloro-11-fluoro-6-((methylsulfonyl)methyl)-5,6-dihydroindolo[1,2-h][1,7]naphthyridine (70 mg, yield: 64%). 1H-NMR (CDCl3, 400 MHz) δ 7.62 (d, J=7.6 Hz, 1H), 7.43 (s, 1H), 7.22˜7.29 (m, 3H), 6.83˜6.89 (m, 1H), 5.45˜5.51 (m, 1H), 3.51˜3.62 (m, 2H), 3.14˜3.21 (m, 1H), 2.97˜3.05 (m, 1H), 2.84 (s, 3H). MS (M+H)+: 365/367.

Provenance & Evidence