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HRID 405812作成日:2026年10月26日

tert-Butyl acrylate → Ethyl 6-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)imidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/405812

反応式

関与物質

役割名称HCID仕込み量
反応物tert-Butyl acrylateHCID 15458—
反応物Tri-tert-butylphosphine tetrafluoroborateHCID 2734635—
反応物Bis(cyclohexylmethyl)amineHCID 4594378—
反応物Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylateHCID 22031055—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒1,4-DioxaneHCID 31275—
生成物Ethyl 6-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)imidazo[1,2-a]pyridine-3-carboxylateHCID 78048034—

反応条件

温度95 °C

反応手順

A stirring mixture of ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate (24s) (500 mg, 1.86 mmol), tert-butyl acrylate (408 uL, 2.79 mmol), tris(dibenzylideneacetone)dipalladium(0) (51 mg, 0.056 mmol), [(t-Bu)3PH]BF4 (27 mg, 0.093 mmol) and N,N-dicyclohexylmethylamine (738 uL, 3.48 mmol) in anhydrous 1,4-dioxane (5 mL) was heated at 95° C. overnight. The reaction was cooled to room temperature and filtered. The solvent was concentrated and the crude product was purified by silica chromatography to yield ethyl 6-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)imidazo[1,2-a]pyridine-3-carboxylate (70). MS m/z 317.14 (M+1)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08754071B2
出典データセットuspto-grants-2014_06
ORD IDord-407287605ee2483488203efc868cd4b9
出典メモuspto-grants-2014_06