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

HRID 69025
ノート
印刷プレビュー

反応式

HRID 69025 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bfa5b6e8eb354dc29f5b9f57e1488b46
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822453B2

反応ノート

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