Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diisopropylethylamine → 7-[2-(5-Trifluoromethyl-pyridin-2-yl)-benzoylamino]-quinoline-3-carboxylic acid ethyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Ethyl 7-aminoquinoline-3-carboxylate | HCID 9877801 | — |
| 반응물 | 2-(5-(Trifluoromethyl)pyridin-2-yl)benzoic acid | HCID 22736909 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 용매 | Thionyl Chloride | HCID 24386 | — |
| 생성물 | 7-[2-(5-Trifluoromethyl-pyridin-2-yl)-benzoylamino]-quinoline-3-carboxylic acid ethyl ester | HCID 69891345 | 85% |
반응 단계
2-(5-Trifluoromethyl-pyridin-2-yl)-benzoic acid (325 mg, 1.05 mmol) was dissolved in 15 ml of thionyl chloride, and the mixture heated at 60 C. After 4 h, the volatiles were removed under vacuum, the residue combined with 7-amino-quinoline-3-carboxylic acid ethyl ester (100 mg, 0.46 mmol), dissolved in 1,2-dichloroethane (15 ml), and diisopropylethylamine (300 mg, 2.31 mmol) added. After heating at reflux for 48 h, the reaction mixture was washed with 1N HCl, dried (magnesium sulfate), filtered, and concentrated under vacuum. The resulting residue was purified by silica gel chromatography eluting with 50% ethyl acetate in hexanes to provide 180 mg (85%) of the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06713489B2 |
| 출처 데이터셋 | uspto-grants-2004_03 |
| ORD ID | ord-45cde8f8728746f0a03b36badf7735a8 |
| 출처 메모 | uspto-grants-2004_03 |