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Triphenylphosphine → 4-(2-(4-Nitronaphthalen-1-yloxy)ethyl)pyridin-3-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | 4-Nitro-1-naphthol | HCID 343829 | — |
| 反応物 | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| 反応物 | 4-Pyridineethanol, 3-amino- | HCID 46835596 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(2-(4-Nitronaphthalen-1-yloxy)ethyl)pyridin-3-amine | HCID 58416778 | 88% |
反応手順
To a solution of 4-nitronaphthol (0.95 g, 5.00 mmol), PPh3 (1.97 g, 7.50 mmol) and 2-(3-aminopyridin-4-yl)ethanol (16) (1.04 g, 7.50 mmol) in THF (20 mL) was added dropwise DIAD (590 μl, 3.75 mmol) at −15° C. The mixture was stirred for 1 hr at RT and the volatiles removed in vacuo. The residues was absorbed on silica (20 g) and purified by column chromatography (80 g) gradient elution with 50-100% EtOAc/iso-hexane and final elution with 5% MeOH/EtOAc to give 4-(2-(4-nitronaphthalen-1-yloxy)ethyl)pyridin-3-amine a yellow solid (17) (1.36 g, 88%): m/z 310 (M+H)+ (ES+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08975285B2 |
| 出典データセット | uspto-grants-2015_03 |
| ORD ID | ord-18e3f3df3ceb4e1ba7c8ddb85952dc7a |
| 出典メモ | uspto-grants-2015_03 |