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Triethylamine → 4-(2-Hydroxy-ethoxy)-phenyl-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine | HCID 853152 | — |
| 反応物 | PyBOP | HCID 2724699 | — |
| 反応物 | 4-(2-Hydroxyethoxy)benzenecarboxylic acid | HCID 4312254 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(2-Hydroxy-ethoxy)-phenyl-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone | HCID 11960419 | 66.2% |
反応手順
4-(2-Hydroxy-ethoxy)-benzoic acid (152 mg, 0.84 mmol), (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (193 mg, 1.25 mmol) and triethylamine (303 mg, 3.0 mmol) are dissolved in dichloromethane (5.0 mL) and benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate (PyBOP) (786 mg, 1.5 mmol) is added to the mixture. The mixture is stirred at room temperature for 3 days. The reaction mixture is diluted with dichloromethane, washed with brine, dried over Na2SO4, filtered and evaporated. The crude product is purified using silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH=20:1) to give 177 mg (66%) of the title compound. Observed Mass 319.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07951826B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-6607de3a9eb3496199ab018dd70bd4ee |
| 出典メモ | uspto-grants-2011_05 |