참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Novoldiamine | HCID 78953 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Quinolinepropionic acid, 1,2,3,4-tetrahydro- | HCID 98707 | — |
| 반응물 | 2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborate | HCID 9857522 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Sodium chloride; water | HCID 57417360 | — |
| 생성물 | N-(5-(diethylamino)pentan-2-yl)-3-(3,4-dihydroquinolin-1(2H)-yl)propanamide | HCID 59237981 | 82.5% |
반응 단계
To a solution of Compound 4 (1.9 g, 9.3 mmol) in DMF (35 mL), 2-succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (3.4 g, 11.2 mmol) and N,N-diisopropyl ethylamine (3.4 mL, 19.5 mmol) were added. Combined mixture was stirred at room temperature for 30 mins and then a solution of 2-amino-5-diethylaminopentane (2.2 g, 13.9 mmol) in DMF (5 mL) was added. After stirring the mixture for additional 1 hour, it was poured in brine (100 mL) and extracted with ethyl acetate (2×75 mL). The combined organic layers were washed with brine (3×100 mL) and dried over MgSO4. The solvent was removed under reduced pressure to provide Compound 5 as a dark yellow viscous liquid (2.64 g, 82.5%). This product was used without further purification. The structure of Compound 5 is given below:
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09250249B2 |
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| 출처 데이터셋 | uspto-grants-2016_02 |
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| ORD ID | ord-0b91d426239f4f24b4a4dc69d856f2e5 |
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| 출처 메모 | uspto-grants-2016_02 |
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