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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 570302생성일: 2026년 10월 26일

3-Butenenitrile → Ethyl 6-(3-cyanoprop-1-enyl)imidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/570302

반응식

참여 물질

역할이름HCID투입량
반응물3-ButenenitrileHCID 8009—
반응물Tri-tert-butylphosphine tetrafluoroborateHCID 2734635—
반응물Bis(cyclohexylmethyl)amineHCID 4594378—
반응물Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylateHCID 22031055—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매1,4-DioxaneHCID 31275—
생성물Ethyl 6-(3-cyanoprop-1-enyl)imidazo[1,2-a]pyridine-3-carboxylateHCID 78048051—

반응 조건

온도95 °C

반응 단계

A stirring mixture of ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate (24s) (500 mg, 1.86 mmol), allyl cyanide (224 uL, 2.79 mmol), tris(dibenzylideneacetone)dipalladium(0) (26 mg, 0.028 mmol), [(t-Bu)3PH]BF4 (16 mg, 0.056 mmol), and N,N-dicyclohexylmethylamine (433 μL, 2.04 mmol) in anhydrous 1,4-dioxane (6 mL) was heated at 95° C. overnight. The reaction was cooled to room temperature and filtered. The solvent was concentrated. The crude product was purified by silica chromatography to give ethyl 6-(3-cyanoprop-1-enyl)imidazo[1,2-a]pyridine-3-carboxylate (24v). MS m/z 256.4 (M+1)+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09023839B2
출처 데이터셋uspto-grants-2015_05
ORD IDord-de6cf54cdf7049b096a94fa167ded438
출처 메모uspto-grants-2015_05