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Ethanol → 6-(Cyclohexylmethyl)-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Cyclohexaneacetic acid, methyl ester | HCID 139743 | — |
| 反応物 | 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide | HCID 11701191 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 6-(Cyclohexylmethyl)-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135407177 | — |
反応手順
Under argon, 75 mg (0.39 mmol) of 5-amino-1-cyclopentyl-1H-pyrazole-4-carbox-amide and 183 mg (1.16 mmol, 3 equiv.) of methyl cyclohexylacetate are introduced into 1.5 ml of absolute ethanol. At 0° C., 54 mg of sodium hydride (60% dispersion in mineral oil; 1.35 mmol, 3.5 equiv.) are slowly added in a countercurrent of argon. The resulting mixture is slowly heated and stirred under reflux for 18 h. For workup, 20 ml of water are added, and the mixture is extracted several times with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated in vacuo. The crude product is purified by preparative HPLC.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08039477B2 |
| 出典データセット | uspto-grants-2011_10 |
| ORD ID | ord-c3fc4ad2fdd040049ef1556a479e5504 |
| 出典メモ | uspto-grants-2011_10 |