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HRID 705031作成日:2026年10月27日

Sodium Chloride → HCID 67513398、化合物

https://huagongshe.com/reaction/705031

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium ChlorideHCID 5234—
反応物DiisopropylamineHCID 7912—
反応物TrimethylsilylacetyleneHCID 66111—
反応物2-(6-Bromopyridin-2-yl)pyrimidineHCID 15881258—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
触媒HCID 178479802HCID 178479802—
溶媒TetrahydrofuranHCID 8028—
生成物HCID 67513398HCID 67513398—

反応条件

温度50 °C

反応手順

1.00 g (3.99 mmol) of 2-(6-bromopyridin-2-yl)pyrimidine, 45.5 mg (239 μmol) of copper(I) iodide and 670 μl (4.78 mmol) of N-isopropylpropane-2-amine were initially charged in 15 ml of tetrahydrofuran and degassed in an ultrasonic bath under argon. The reaction mixture was then heated to 50° C., 168 mg (239 mol) of dichloro[bis(triphenylphosphoranyl)]palladium were added and 1.70 ml (12.0 mmol) of ethynyl(trimethyl)silane were added dropwise over a period of one hour. The mixture was then stirred at 60° C. for a further two hours. For work-up, the mixture was added to semiconcentrated sodium chloride solution, the mixture was filtered through Celite and the aqueous phase was extracted repeatedly with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, concentrated and purified chromatographically. This gave 520 mg (51% of theory) of 2-{6-[(trimethylsilyl)ethynyl]pyridin-2-yl}pyrimidine.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09173396B2
出典データセットuspto-grants-2015_11
ORD IDord-1298a6f452cc400ca0b63f7166fb57a9
出典メモuspto-grants-2015_11