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Diisopropylethylamine → (S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

HRID 1403499
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HRID 1403499 반응식
Cl[C:2]1[C:3](=[O:16])[NH:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=2.[CH3:17][C@H:18]1[CH2:23][CH2:22][CH2:21][CH2:20][NH:19]1.CCN(C(C)C)C(C)C>CS(C)=O>[CH3:17][C@H:18]1[CH2:23][CH2:22][CH2:21][CH2:20][N:19]1[C:2]1[C:3](=[O:16])[NH:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=2
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 6427443(S)-(+)-2-MethylpiperidineHCID 68194304Methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

생성물 1

HCID 70654252(S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate수율 66.4%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
80 °C

실험 절차

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1 g, 4.2 mmol) in DMSO (20 ml) was added (S)-2-methylpiperidine (500 mg, 5.04 mmol) and DIEA (1.09 g, 8.4 mmol). The resulting solution was stirred for 2 hours at 80° C. and then quenched by the addition of water (100 ml). The product was collected by filtration to afford (S)-methyl 3-(2-methylpiperidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as white solid (840 mg, 66%).

후처리

  1. customquenched by the addition of water (100 ml)
  2. filtrationThe product was collected by filtration

출처 및 근거

ORD 기록
ord-26750f981ba3425bb55cfbdc5ad75bbc
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08912188B2

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