Diisopropylethylamine → (S)-methyl 7-methoxy-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

HRID 1403621노트

반응식

HRID 1403621 반응식
Cl[C:2]1[C:3](=[O:18])[NH:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[C:7]([O:16][CH3:17])[CH:6]=2.CC[N:21]([CH:25]([CH3:27])[CH3:26])[CH:22]([CH3:24])C.Cl.CN1CCCC1>CS(C)=O>[CH3:17][O:16][C:7]1[CH:6]=[C:5]2[C:10]([N:11]=[C:2]([N:21]3[CH2:22][CH2:24][CH2:27][C@@H:25]3[CH3:26])[C:3](=[O:18])[NH:4]2)=[CH:9][C:8]=1[C:12]([O:14][CH3:15])=[O:13]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 215859N-methylpyrrolidine hydrochlorideHCID 70665121Methyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

생성물 1

HCID 70665330(S)-methyl 7-methoxy-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate수율 71%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
85 °C

실험 절차

To a solution of methyl 3-chloro-7-methoxy-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1.2 g, 4.47 mmol) in DMSO (20 ml) was added DIEA (1.16 g, 8.98 mmol) and methylpyrrolidine hydrochloride (650 mg, 5.35 mmol), and the reaction was stirred at 85° C. overnight. The reaction mixture was cooled to room temperature. The product was precipitated by the addition water, and the solids were collected by filtration to afford (S)-methyl 7-methoxy-3-(2-methylpyrrolidin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a light yellow solid (1.0 g, 71%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe product was precipitated by the addition water
  3. filtrationthe solids were collected by filtration

출처 및 근거

ORD 기록
ord-c86bb5458d7e407d9962c258d419fd8d
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912188B2

반응 노트

불러오는 중…