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Hydrochloric Acid → 2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(7-quinolinyl)acetamide hydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 6-Aminoquinoline | HCID 11373 | — |
| 反応物 | Carbonate Ion | HCID 19660 | — |
| 反応物 | Pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride | HCID 86610796 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(7-quinolinyl)acetamide hydrochloride | HCID 17979831 | — |
反応手順
90.3 mg (0.24 mmol) of pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride are dissolved in 1 ml of DMF, mixed with 51.6 mg (0.36 mmol) of 6-aminoquinoline and stirred at room temperature overnight. 1 g of MP-carbonate (polymer-bound carbonate, capacity: 2.5-3.5 mmol/g; from Argonaut Technologies, USA) is added. After 1 h, the polystyrene resin is filtered off and washed with THF. The combined filtrates are concentrated in vacuo, and the crude product is purified by preparative HPLC. The hydrochloride is prepared by mixing the product with a mixture of 1 M hydrochloric acid and acetonitrile and concentrating again. Drying under high vacuum results in 44 mg (50.2% of theory) of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09433614B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-70027d3c3d4d42b3bc9f47f06148eaaa |
| 出典メモ | uspto-grants-2016_09 |