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Hydrochloric Acid → 1-methyl-6-{3-[(pyridin-3-ylmethyl)amino]propoxy}-1H-quinolin-2-one

HRID 1504196
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HRID 1504196 반응식
Cl.C(O)C.[CH3:5][N:6]1[C:15]2[C:10](=[CH:11][C:12]([O:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:29][C:30]3[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=3)C(=O)C3C=CC=CC=3)=[CH:13][CH:14]=2)[CH:9]=[CH:8][C:7]1=[O:36]>O>[CH3:5][N:6]1[C:15]2[C:10](=[CH:11][C:12]([O:16][CH2:17][CH2:18][CH2:19][NH:20][CH2:29][C:30]3[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=3)=[CH:13][CH:14]=2)[CH:9]=[CH:8][C:7]1=[O:36]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 86762694N-[3-(1-Methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]-N-(pyridin-3-ylmethyl)benzamide

생성물 1

HCID 867626931-methyl-6-{3-[(pyridin-3-ylmethyl)amino]propoxy}-1H-quinolin-2-one수율 88.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3N-Hydrochloric acid(5 ml) was added to a ethanol solution(5 ml) of N-[3-(1-Methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]-N-(pyridin-3-ylmethyl)benzamide(250.1 mg), and stirred for 60 hours while heated under reflux. The reaction mixture was cooled to room temperature. Water was added thereto, washed with ethyl acetate. A saturated sodium hydrogencarbonate aqueous solution was added to the aqueous layer, followed by extraction using dichloromethane. The organic layer was dried with anhydrous sodium sulfate, and condensed under reduced pressure to give the title compound(168 mg) as a colorless oil.

후처리

  1. temperaturewhile heated
  2. temperatureunder reflux
  3. washwashed with ethyl acetate
  4. additionA saturated sodium hydrogencarbonate aqueous solution was added to the aqueous layer
  5. extractionfollowed by extraction
  6. dry with materialThe organic layer was dried with anhydrous sodium sulfate, and condensed under reduced pressure

출처 및 근거

ORD 기록
ord-369002f43c0a4dcb946e2b3cef7ca347
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09212187B2

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