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N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide → N-[6-chloro-2-(3-cyanopropyl)-5-quinolinyl]-cyclohexaneacetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide | HCID 86012996 | — |
| 反応物 | HCID 178511035 | HCID 178511035 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Ammonium Chloride | HCID 25517 | — |
| 生成物 | N-[6-chloro-2-(3-cyanopropyl)-5-quinolinyl]-cyclohexaneacetamide | HCID 68809609 | — |
反応手順
Bromo(3-cyanopropyl)-zinc (30 mL, 0.5 M in tetrahydrofuran) and tetrakis(triphenylphosphine)palladium(0) (86 mg) were added to N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1(a)) (500 mg). The reaction mixture was heated to reflux for 30 minutes. The mixture was cooled to room temperature and then poured into aqueous saturated ammonium chloride solution (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried, filtered and evaporated. Purification (SiO2, methanol:dichloromethane 3:97 as eluant) gave the sub-title compound as a solid (490 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07408065B2 |
| 出典データセット | uspto-grants-2008_08 |
| ORD ID | ord-8be4569d1ec84e37980886f9c3832abb |
| 出典メモ | uspto-grants-2008_08 |