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HRID 534102作成日:2026年10月26日

Dimethylformamide → 5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)picolinonitrile

https://huagongshe.com/reaction/534102

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Sodium hydrideHCID 24758—
反応物5-bromo-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)picolinonitrileHCID 67486871—
反応物HCID 178418616HCID 178418616—
溶媒WaterHCID 962—
生成物5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)picolinonitrileHCID 6748640196.7%

反応条件

温度0 °C

反応手順

A flask was charged with 5-bromo-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)picolinonitrile (27.77 g, 90.41 mmol), pyridine-2-thiol (10.55 g, 94.93 mmol), and DMF (300 mL). The reaction was cooled to 0° C. and 95% sodium hydride (2.741 g, 108.5 mmol) was added portionwise. The reaction was stirred at ambient temperature overnight, then carefully diluted with water (2 L) and extracted with ethyl acetate. The organic layer was washed with brine (4×500 mL), dried over sodium sulfate and concentrated to afford 5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)picolinonitrile (29.50 g, 87.43 mmol, 96.70% yield) as yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08853409B2
出典データセットuspto-grants-2014_10
ORD IDord-f3be4bd4c6104e7fa6e03fbe14fbfe17
出典メモuspto-grants-2014_10