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5-Nitro-2-(1-pyrrolidinyl)pyridine → 6-(Pyrrolidin-1-yl)pyridin-3-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-Nitro-2-(1-pyrrolidinyl)pyridine | HCID 316823 | — |
| 反応物 | Ammonium formate | HCID 2723923 | — |
| 反応物 | Ether hydrochloride | HCID 10953452 | — |
| 触媒 | Palladium hydroxide | HCID 9942167 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 6-(Pyrrolidin-1-yl)pyridin-3-amine | HCID 3899172 | — |
反応手順
Combine 5-nitro-2-pyrrolidin-1-yl-pyridine (5.6 g, 29 mmol), palladium hydroxide (1.96 g, 35 wt. %), ammonium formate (9.1 g, 145 mmol), 1N HCl/Et2O (41 ml), in methanol (289 ml) and stir. Heat reaction mixture to reflux for 1 hour. Cool reaction mixture and add carbon to decolorize. Filter the solution through celite, add 50 ml of saturated NaHCO3, and evaporate in vacuo to remove the methanol and ether. Extract the residue 3 times into CH2Cl2 from saturated NaHCO3, dry over Na2SO4, and evaporate in vacuo to obtain 6-pyrrolidin-1-yl-pyridin-3-ylamine. Mass spec.: M+1=164 (AP+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06566367B2 |
| 出典データセット | uspto-grants-2003_05 |
| ORD ID | ord-0ab3b78f69d34acba908fdf85c00aa0c |
| 出典メモ | uspto-grants-2003_05 |