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1,2-Dichloroethane → (R)-N-(1-Benzyl-pyrrolidin-3-yl)-2-diphenylamino-N-methyl-acetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | (Diphenylamino)acetic acid | HCID 735138 | — |
| 反応物 | (R)-(1-benzoyl-pyrrolidin-3-yl)-methyl-amine | HCID 70216545 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-N-(1-Benzyl-pyrrolidin-3-yl)-2-diphenylamino-N-methyl-acetamide | HCID 57597569 | 101.3% |
反応手順
To a solution of (R)-(1-benzoyl-pyrrolidin-3-yl)-methyl-amine(0.32 g, 1.68 mmol) in dry CH2Cl2 (20 ml) was added diphenylaminoacetic acid (0.38 g, 1.68 mmol) under nitrogen. To the reaction was added EDC (0.65 g, 3.36 mmol) and DMAP (cat) and the reaction mixture stirred under nitrogen at room temperature overnight. The reaction was then concentrated under reduced pressure. The residue was dissolved in ethyl acetate: water (10:1) (100 ml). The organic was washed with water (25 ml, 2×) and 10% NaOH (25 ml), dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using CH2Cl2:CH3OH (15:1) to give 0.68 g of desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07507760B2 |
| 出典データセット | uspto-grants-2009_03 |
| ORD ID | ord-fa9c619af59e4c759fc0932583cffe39 |
| 出典メモ | uspto-grants-2009_03 |