Dichloromethane → 4-(1H-indazole-5-ylamino)benzoic acid

HRID 1269893

反応式

HRID 1269893 の反応式
FC(F)(F)C(O)=O.ClCCl.O1CCCCC1[N:17]1[C:25]2[C:20](=[CH:21][C:22]([NH:26][C:27]3[CH:39]=[CH:38][C:30]([C:31]([O:33]C(C)(C)C)=[O:32])=[CH:29][CH:28]=3)=[CH:23][CH:24]=2)[CH:19]=[N:18]1.C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[NH:17]1[C:25]2[C:20](=[CH:21][C:22]([NH:26][C:27]3[CH:39]=[CH:38][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=3)=[CH:23][CH:24]=2)[CH:19]=[N:18]1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 69433104tert-butyl 4-{1-(2-tetrahydropyranyl)-1H-indazol-5-ylamino}benzoate

生成物 1

HCID 229335494-(1H-indazole-5-ylamino)benzoic acid収率 35%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Trifluoroacetic acid (5 ml) was added to a dichloromethane solution (5 ml) of tert-butyl 4-{1-(2-tetrahydropyranyl)-1H-indazol-5-ylamino}benzoate (205 mg, 0.521 mmol), and the resulting mixture was stirred at room temperature for 3 hours. The mixture was added dropwise to saturated aqueous sodium hydrogencarbonate solution/ethyl acetate and then extracted with ethyl acetate. The extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent, whereby a crude product was obtained. The crude product was washed by the addition of chloroform containing a small amount of methanol, and then was collected by filtration to obtain 4-(1H-indazole-5-ylamino)benzoic acid (46 mg, 35%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract solution was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. distillationdistilled under reduced pressure
  5. customto remove the solvent, whereby a crude product
  6. customwas obtained
  7. washThe crude product was washed by the addition of chloroform containing a small amount of methanol
  8. filtrationwas collected by filtration

出典と根拠

ORDレコード
ord-75bc8fcd52144779a7e210772e167b99
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

関連ノート

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