反应详情

Add 3-chlorobenzenecarboperoxoic acid (27.61 mg, 0.16 mmol) to a cooled solution of 3-methylsulfanyl-5-phenylethynyl-pyridine, (prepared as described in EXAMPLE 128), (35.3 mg, 0.16 mmol) in dichloromethane (1 mL) at room temperature. Stir for 2 h and then quench with a 5% aqueous solution of sodium thiosulfite. Dilute with dichloromethane and separate the layers. Sequentially extract the organic layer with a 5% aqueous solution of sodium thiosulfite and an aqueous saturated solution of sodium chloride, dry (magnesium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting from 100:0 to 100:50 with hexanes:ethyl acetate, to give the title compound (10.3 mg, 27%).

1. customquench with a 5% aqueous solution of sodium thiosulfite
2. additionDilute with dichloromethane
3. customseparate the layers
4. extractionSequentially extract the organic layer with a 5% aqueous solution of sodium thiosulfite
5. dry with materialan aqueous saturated solution of sodium chloride, dry (magnesium sulfate)
6. filtrationfilter
7. concentrationconcentrate
8. customPurify the residue by silica gel chromatography
9. washeluting from 100:0 to 100:50 with hexanes