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HRID 2271653作成日:2026年10月27日

Trimethylsilylacetylene → 3-Nitro-5-((trimethylsilyl)ethynyl)pyridine

https://huagongshe.com/reaction/2271653

反応式

関与物質

役割名称HCID仕込み量
反応物TrimethylsilylacetyleneHCID 66111—
反応物3-Bromo-5-nitropyridineHCID 2762898—
触媒Copper iodideHCID 83717—
触媒HCID 178418397HCID 178418397—
溶媒TriethylamineHCID 8471—
生成物3-Nitro-5-((trimethylsilyl)ethynyl)pyridineHCID 66715702159.3%

反応条件

温度80 °C

反応手順

To a suspension of 3-bromo-5-nitropyridine (1.0 g, 4.90 mmol), Pd(Ph3P)4 (0.57 g, 0.49 mmol), and copper iodide (0.19 g, 0.98 mmol) in triethylamine (30 mL) was added ethynyltrimethylsilane (1.0 mL, 7.35 mmol) and the reaction was purged with N2. The mixture was stirred at 80° C. for 2 h. The reaction mixture was filtered through celite and washed with ethyl acetate. The filtrate was washed with saturated solutions of NaHCO3 and NaCl. The organic layer was concentrated to afford the crude product (1.72 g) as a light brown solid: ESI MS m/z 221 [C10H12N2O2Si+H]+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09120749B2
出典データセットuspto-grants-2015_09
ORD IDord-ca7f18693e3641b992c4d5a3cef535c2
出典メモuspto-grants-2015_09