Reaktionsgleichung
Cl[C:2]1C=C(C(OO)=O)C=CC=1.CS[C:14]1[CH:15]=[N:16][CH:17]=[C:18]([C:20]#[C:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=1.[S:28]([O-:31])([O-:30])=S.[Na+].[Na+]>ClCCl>[CH3:2][S:28]([C:14]1[CH:15]=[N:16][CH:17]=[C:18]([C:20]#[C:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=1)(=[O:31])=[O:30]Komponenten
5
Versuchsvorschrift
Add 3-chlorobenzenecarboperoxoic acid (79.2 mg, 0.46 mmol) to a solution of 3-methylsulfanyl-5-phenylethynyl-pyridine, (prepared as described in EXAMPLE 128), (34.4 mg, 0.15 mmol) in dichloromethane (1 mL) at 0° C., warm to room temperature and stir for 2 h. Dilute with a 5% aqueous solution of sodium thiosulfite and dichloromethane. After separating the layers, sequentially wash 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 with 100:0 to 100:50 hexanes:ethyl acetate, to give the title compound (24.8 mg, 64%).
Aufarbeitung
- customAfter separating the layers
- washsequentially wash the organic layer with a 5% aqueous solution of sodium thiosulfite
- dry with materialan aqueous saturated solution of sodium chloride, dry (magnesium sulfate)
- filtrationfilter
- concentrationconcentrate
- customPurify the residue by silica gel chromatography
- washeluting with 100:0 to 100:50 hexanes
Quellen und Nachweise
- ORD-Eintrag
- ord-2aba3d60f40440ab85220b3af4fb4b61
- Quelldatensatz
- uspto-grants-2011_03
- Patentnummer
- US07915424B2
Verknüpfte Notizen
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