Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Trifluoromethanesulfonic acid, lithium salt → 3-(8-Fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-2-hydroxypropionic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Trifluoromethanesulfonic acid, lithium salt | HCID 3664839 | — |
| 반응물 | Methyl (2R)-2-oxiranecarboxylate | HCID 9877347 | — |
| 반응물 | 6-amino-8-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one | HCID 21877715 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | 3-(8-Fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-2-hydroxypropionic acid methyl ester | HCID 68491726 | 62% |
반응 단계
6-Amino-8-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one (Step 3, 2.25 g, 0.0116 mol), methyl (2R)-glycidate (1.18 g, 0.0116 mol) and lithium trifluoromethanesulfonate (1.81 g, 0.0116 mol) in acetonitrile (10 ml) are heated at 90° C. overnight. The reaction is concentrated and the residue diluted with ethyl acetate, washed with water and saline, dried (MgSO4) and evaporated. The residue is purified by flash column chromatography (50% ethyl acetate/hexane) to give the title compound as a yellow solid (2.13 g, 62%); MS (m/z): [M+H]+=297.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07141588B2 |
| 출처 데이터셋 | uspto-grants-2006_11 |
| ORD ID | ord-3ef6839eecad474f8a4d155e2ab712ff |
| 출처 메모 | uspto-grants-2006_11 |