関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Cuminol | HCID 325 | — |
| 反応物 | 1,10-Phenanthroline | HCID 1318 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | 2-Amino-3-bromopyridine | HCID 817700 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | 3-{[4-(1-Methylethyl)benzyl]oxy}pyridin-2-amine | HCID 28981792 | 65.7% |
反応手順
A mixture of cesium carbonate (2.82 g), 1,10-phenanthrolin (0.208 g), (4-isopropylphenyl)methanol (8.68 g), 3-bromopyridin-2-amine (1 g) and copper (I) iodide (0.110 g) in toluene (10 mL) was stirred under a nitrogen atmosphere at 110° C. overnight, and at 130° C. for 5 hr. The reaction mixture was added to saturated brine, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.92 g) as a pale-yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08778934B2 |
|---|
| 出典データセット | uspto-grants-2014_07 |
|---|
| ORD ID | ord-5e8eed1685c94255a5f18d2a8f3b9a8e |
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| 出典メモ | uspto-grants-2014_07 |
|---|
