反应详情

To an ice-cold solution of N-(4-(4-fluoro-2-methoxyphenyl)-6-methylpyridin-3-yl)-N-methyl-3-(oxetan-3-ylthio)-5-(trifluoromethyl)benzamide (0.045 g, 88.8 μmol, example 310) in MeOH (2 mL) and water (0.5 mL) was added Oxone® (137 mg, 222 μmol) and stirring was continued at room temperature for 2.5 hours. The reaction mixture was poured on 10% aqueous Na2S2O3 solution and EtOAc and the layers were separated. The aqueous layer was saturated with sodium chloride, extracted three times with EtOAc. The organic layers were washed once with brine, dried over MgSO4, filtered and evaporated. The compound was purified by silica gel chromatography on a 10 g column using an MPLC (ISCO) system eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). The product was purified by preparative HPLC (Gemini NX column) using a gradient of MeOH:water (containing 0.1% formic acid) (20:80 to 98:2). Light brown foam (0.038 g; 79%). MS (ESI): m/z=539.13 [M+H]+.

1. customthe layers were separated
2. extractionextracted three times with EtOAc
3. washThe organic layers were washed once with brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated
7. customThe compound was purified by silica gel chromatography on a 10 g column
8. washeluting with a gradient of n-heptane:EtOAc (100:0 to 0:100)
9. customThe product was purified by preparative HPLC (Gemini NX column)