関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Cyclohexaneacetic acid | HCID 21363 | — |
| 反応物 | PyBroP | HCID 2733179 | — |
| 反応物 | 2,6-Dichloroquinolin-5-amine | HCID 24820374 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 生成物 | N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide | HCID 86012996 | 31% |
反応手順
To a stirred solution of 2,6-dichloroquinolin-5-amine (prepared as described in (d) below) (1 g) in N-methylpyrrolidinone (12 mL) was added 4-N,N-dimethylaminopyridine (1.2 g), cyclohexaneacetic acid (1 g) and PyBroP (4.4 g). The reaction mixture was heated to 50° C. for 10 hours. The mixture was cooled to room temperature and poured into water (10 mL) which was subsequently acidified to pH1 with aqueous 2M hydrochloric acid. The resulting solution was extracted with dichloromethane (3×20 mL). The combined organic extracts were dried, filtered and partially concentrated to give a white precipitate which was removed by filtration. Purification by chromatography (SiO2, methanol:dichloromethane 1:10 as eluant) gave the sub-title compound (490 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07408065B2 |
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| 出典データセット | uspto-grants-2008_08 |
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| ORD ID | ord-19cfd7d851094c0c82813bd73c58e3bb |
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| 出典メモ | uspto-grants-2008_08 |
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