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7-Fluoro-1,2,3,4-tetrahydroquinoline → Methyl 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

HRID 1520184
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인쇄 미리보기

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HRID 1520184 반응식
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][NH:9]2)=[CH:4][CH:3]=1.Cl[C:13]1[C:14](=[O:27])[NH:15][C:16]2[C:21]([N:22]=1)=[CH:20][C:19]([C:23]([O:25][CH3:26])=[O:24])=[CH:18][CH:17]=2>CN1C(=O)CCC1.O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][N:9]2[C:13]2[C:14](=[O:27])[NH:15][C:16]3[C:21]([N:22]=2)=[CH:20][C:19]([C:23]([O:25][CH3:26])=[O:24])=[CH:18][CH:17]=3)=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 162443877-Fluoro-1,2,3,4-tetrahydroquinolineHCID 68194304Methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

생성물 1

HCID 68194229Methyl 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate수율 67.6%

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
150 °C

실험 절차

To a solution of 7-fluoro-1,2,3,4-tetrahydroquinoline (1 g, 6.61 mmol) in NMP (30 ml) was added methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (900 mg, 3.77 mmol) and then stirred for 2 h at 150° C. The resulting solution was diluted with water ((900 ml). The solids were collected by filtration to afford methyl 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a brown solid (900 mg, 39%).

후처리

  1. filtrationThe solids were collected by filtration

출처 및 근거

ORD 기록
ord-4bd9accf5e974c9e97fbdf596df636e2
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073902B2

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