Sodium hydride → 3-(1-Methyl-2-butynyloxy)-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole

Beteiligte Stoffe

Reaktionsschritte

In 3 ml of N,N-dimethylformamide were dissolved 287 mg of 3-methylsulfinyl-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole and 103 mg of 3-pentyn-2-ol, and 58 mg of sodium hydride (oil suspension; content: 60 weight %) was added under ice-cooling. The mixture was stirred for 15 minutes and at room temperature for 1.5 hour. Furthermore, 30 mg of sodium hydride (oil suspension; content: 60 weight %) and 100 mg of 3-pentyn-2-ol were added in the mixture, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was diluted with tert-butyl methyl ether, and extracted with tert-butyl methyl ether after the addition of water. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 297 mg of 3-(1-methyl-2-butynyloxy)-5-(3,5-dimethylpiperidino)-1,2,4-thiadiazole (hereinafter, referred to as the present compound (21)).

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