참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 3-Nitrophenethyl methanesulfonate | HCID 21973884 | — |
| 반응물 | 2-Methyl-5-piperazin-1-yl-quinoline | HCID 49851901 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-Methyl-5-(4-[2-(3-nitrophenyl)ethyl]-1-piperazinyl}quinoline | HCID 49851902 | 64% |
반응 단계
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).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07592346B2 |
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| 출처 데이터셋 | uspto-grants-2009_09 |
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| ORD ID | ord-92a50017c4344279b3dde71817db52b1 |
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| 출처 메모 | uspto-grants-2009_09 |
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