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1,2-Dichloroethane → (1-(4-fluorobenzyl)-1H-indol-2-yl)(4-(piperidine-1-carbonyl)piperidin-1-yl)methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 1-(Piperidin-4-ylcarbonyl)piperidine | HCID 2794688 | — |
| 反応物 | 1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid | HCID 18627069 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Diethylether ethylacetate | HCID 21584169 | — |
| 生成物 | (1-(4-fluorobenzyl)-1H-indol-2-yl)(4-(piperidine-1-carbonyl)piperidin-1-yl)methanone | HCID 66571097 | 34.8% |
反応手順
The following was added sequentially to anhydrous DMF (2 mL): 1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid (50 mg, 0.186 mmol), Hunig's Base (0.065 ml, 0.371 mmol), EDC (46.3 mg, 0.241 mmol), HOBT (37.0 mg, 0.241 mmol), and piperidin-1-yl(piperidin-4-yl)methanone (36.4 mg, 0.186 mmol). The solution was allowed to stir at room temperature for 24 h. At this time, a 1:1 solution of diethylether/ethyl acetate (5 mL) was added, and this was washed with aqueous 10% Na2CO3 (3×2 mL). The extract was then dried with anhydrous MgSO4, filtered, and the filtrate was concentrated in vacuo. The crude residue was purified by column chromatography (20 g silica, 80% EtOAc/Hex) to provide 29 mg of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846684B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-7bc0b766889840ecb2fa528f206d1e58 |
| 出典メモ | uspto-grants-2014_09 |