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Potassium Iodide → 5-benzyloxy-3-[1-tert-butoxycarbonyl-5-(2-diethylaminoethoxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester

HRID 1726089
ノート
印刷プレビュー

反応式

HRID 1726089 の反応式
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:15]=2)[C:10]([C:25]2[N:26]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[C:27]3[C:32]([CH:33]=2)=[CH:31][C:30]([O:34][CH2:35][CH2:36]Cl)=[CH:29][CH:28]=3)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH2:53]([NH2:55])[CH3:54].[C:56](#N)[CH3:57]>C(OCC)(=O)C.O>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:15]=2)[C:10]([C:25]2[N:26]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[C:27]3[C:32]([CH:33]=2)=[CH:31][C:30]([O:34][CH2:35][CH2:36][N:55]([CH2:56][CH3:57])[CH2:53][CH3:54])=[CH:29][CH:28]=3)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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

8

反応物 5

HCID 4875Potassium IodideHCID 6341Ethylamine2 回HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 575624225-benzyloxy-3-[1-tert-butoxycarbonyl-5-(2-chloro-ethoxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester

生成物 1

HCID 57562424
5-benzyloxy-3-[1-tert-butoxycarbonyl-5-(2-diethylaminoethoxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A solution containing 1.5 g of 5-benzyloxy-3-[1-tert-butoxycarbonyl-5-(2-chloroethoxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester prepared according to procedure J, 1 g of potassium carbonate, 600 mg of potassium iodide and 761 μl of ethylamine in 75 ml of acetonitrile is heated at 80° C. for 18 hours. After this period of time, 1.5 ml of ethylamine are added and the reaction is continued for a further 18 hours at 80° C. This operation is repeated after a further 18 hours and the reaction mixture is then evaporated under reduced pressure. The brown oil obtained is taken up in a mixture of ethyl acetate (80 ml) and of water (80 ml). After separation by settling out and extraction with ethyl acetate (80 ml), the organic extracts are combined, washed with water (100 ml) and with brine (100 ml), dried over magnesium sulfate and then evaporated under reduced pressure to obtain 1.15 g of 5-benzyloxy-3-[1-tert-butoxycarbonyl-5-(2-diethylaminoethoxy)-1H-indol-2-yl]indazole-1-carboxylic acid tert-butyl ester, which is used as it is in the subsequent stage.

後処理

  1. customprepared
  2. waitThis operation is repeated after a further 18 hours
  3. customthe reaction mixture is then evaporated under reduced pressure
  4. customThe brown oil obtained
  5. customAfter separation
  6. extractionextraction with ethyl acetate (80 ml)
  7. washwashed with water (100 ml) and with brine (100 ml)
  8. dry with materialdried over magnesium sulfate
  9. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-db5a3ddf66794030a8e458f386faa42b
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07491710B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート