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Bicarbonate Ion → 5-{[4,4-Dimethyl-5-methoxy-7-methyl-2-trifluoromethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-one

HRID 1444464
ノート
印刷プレビュー

反応式

HRID 1444464 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]([CH3:21])([CH3:20])[CH2:11][C:12](O)([C:15]([F:18])([F:17])[F:16])[CH:13]=O.[NH2:22][C:23]1[CH:32]=[CH:31][CH:30]=[C:29]2[C:24]=1[CH:25]=[CH:26][C:27](=[O:33])[NH:28]2.[Cl-].[Al+3].[Cl-].[Cl-].C(=O)(O)[O-]>>[CH3:20][C:10]1([CH3:21])[C:4]2[C:5](=[CH:6][C:7]([CH3:9])=[CH:8][C:3]=2[O:2][CH3:1])[CH:13]([NH:22][C:23]2[CH:32]=[CH:31][CH:30]=[C:29]3[C:24]=2[CH:25]=[CH:26][C:27](=[O:33])[NH:28]3)[CH:12]([C:15]([F:18])([F:17])[F:16])[CH2:11]1
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 4

HCID 769Bicarbonate IonHCID 6451240Aluminum(III) ChlorideHCID 157190785-Amino-1,2-dihydroquinolin-2-oneHCID 179891274-(2-Methoxy-4-methylphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal

生成物 1

HCID 686804915-{[4,4-Dimethyl-5-methoxy-7-methyl-2-trifluoromethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-one収率 6.1%

実験手順

Analogously to Example 2, the corresponding imine is produced starting from 280 mg of 4-(2-methoxy-4-methylphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 156 mg of 5-aminoquinolin-2(1H)-one. The latter is stirred at room temperature with 93 mg of aluminum chloride for 2.5 hours. The batch is added to saturated bicarbonate solution and extracted with ethyl acetate. The organic phase is washed with water and brine, dried (Na2SO4) and concentrated by evaporation in a vacuum. After chromatography on silica gel (dichloromethane/2-propanol 0->5%), 24 mg of the title compound is obtained.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phase is washed with water and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated by evaporation in a vacuum

出典と根拠

ORDレコード
ord-2c9ba54783824f82ab3e526d12d70714
出典データセット
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07662821B2

反応ノート

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