関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 3-Nitrophenethyl methanesulfonate | HCID 21973884 | — |
| 反応物 | 2-Methyl-5-piperazin-1-yl-quinoline | HCID 49851901 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-Methyl-5-(4-[2-(3-nitrophenyl)ethyl]-1-piperazinyl}quinoline | HCID 49851902 | 64% |
反応手順
N,N-Diisopropylethylamine (0.8 mL; 5 eq) was added to a solution of 2-methyl-5-(1-piperazinyl)quinoline (D3) (0.2 g; 1 eq) and 2-(3-nitrophenyl)ethyl methanesulfonate (D4) (0.22; 1 eq) in dimethylformamide (1.5 mL). The reaction mixture was heated to 100° C. for 10 hours. The dark solution was concentrated under reduced pressure, diluted with water (3 mL) and brine (1 mL) and extracted into ethyl acetate (3×3 mL). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure. The crude was purified by flash chromatography, eluting with a gradient from dichloromethane to dichloromethane/MeOH (98/2) affording the title compound in 64% yield (0.21 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07592346B2 |
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| 出典データセット | uspto-grants-2009_09 |
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| ORD ID | ord-92a50017c4344279b3dde71817db52b1 |
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| 出典メモ | uspto-grants-2009_09 |
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