Water → HCID 86717665, compound

Participants

Reaction Conditions

Reaction Steps

Next, the obtained 5-acetyl-2-(1H-1,2,3-triazole-1-yl)pyridine is dissolved in dichloromethane and triethylamine. The resulting solution is cooled down to about 0° C., and then bromotrimethylsilane is added thereto. This reaction solution is stirred at room temperature for 10-24 hours. Then, the reaction solution is poured into water and extracted with dichloromethane, and the dichloromethane layer is concentrated. The oily substance resulting from concentration is dried sufficiently and dissolved in tetrahydrofuran. This mixture is cooled down to about 0° C., N-bromosuccinimide is added thereto and stirred at room temperature for about 10-60 minutes. After the completion of the reaction, the solvent is distilled off and purified by chromatography, to obtain 5-(2-bromoacetyl)-2-(1H-1,2,3-triazole-1-yl)pyridine (FIG. 1, step 2). The amount of bromotrimethylsilane may be an amount equivalent or more relative to the reaction substrate, and is typically about 2.0 times greater in molar ratio than 5-acetyl-2-(1H-1,2,3-triazole-1-yl)pyridine. In addition, the amount of triethylamine may be an amount that can neutralize hydrobromic acid generated during reaction, and is typically an amount excessive relative to trimethylsilane bromide. The amount of N-bromosuccinimide may be an amount equivalent or more to the reaction substrate, and is preferably about 1.0 time in molar ratio as much as 5-acetyl-2-(1H-1,2,3-triazole-1-yl)pyridine.

Provenance & Evidence