関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Butenenitrile | HCID 8009 | — |
| 反応物 | Tri-tert-butylphosphine tetrafluoroborate | HCID 2734635 | — |
| 反応物 | Bis(cyclohexylmethyl)amine | HCID 4594378 | — |
| 反応物 | Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate | HCID 22031055 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | Ethyl 6-(3-cyanoprop-1-enyl)imidazo[1,2-a]pyridine-3-carboxylate | HCID 78048051 | — |
反応手順
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)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08569283B2 |
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| 出典データセット | uspto-grants-2013_10 |
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| ORD ID | ord-99fbb45f396b423ea5cdaa211e778871 |
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| 出典メモ | uspto-grants-2013_10 |
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