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Water → 1-(6-Methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid

HRID 2194539
ノート
印刷プレビュー

反応式

HRID 2194539 の反応式
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][N:17]=3)[CH:12]=[C:11]([C:19]([O:21]CC)=[O:20])[C:10]2=[O:24])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].O>O1CCOCC1>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][N:17]=3)[CH:12]=[C:11]([C:19]([OH:21])=[O:20])[C:10]2=[O:24])=[CH:5][CH:4]=1
参加物反応条件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 962WaterHCID 11430Potassium CarbonateHCID 67010881Ethyl (6-methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

生成物 1

HCID 670096411-(6-Methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid収率 37.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

4.1 g (13 mmol) of ethyl (6-methoxy-3-pyridinyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in 1,4-dioxane (60 mL), and 2.6 g (19 mmol) of potassium carbonate and 100 mL of water were added thereto at room temperature. The resulting mixture was stirred for 3 hours at 60° C. The solvent was distilled off under reduced pressure from the reaction mixture, and the residue was dissolved in water and washed with chloroform. Concentrated hydrochloric acid was added to the aqueous phase to make the aqueous phase acidic, and the mixture was extracted with chloroform. The organic phase was dried and concentrated. Thus, 1.45 g of the title compound was obtained as colorless crystals (yield: 39%).

後処理

  1. customat room temperature
  2. distillationThe solvent was distilled off under reduced pressure from the reaction mixture
  3. dissolutionthe residue was dissolved in water
  4. washwashed with chloroform
  5. additionConcentrated hydrochloric acid was added to the aqueous phase
  6. extractionthe mixture was extracted with chloroform
  7. customThe organic phase was dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-a6b0945fd71a46b283b32430e61ddbf4
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08334236B2

反応ノート

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