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Ethanol → 5-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-pyrrolo[1,2-a]indol-9-ylamine

HRID 1925574
ノート
印刷プレビュー

反応式

HRID 1925574 の反応式
[N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[NH:3][C:2]=1[C:10]1[C:18]2[N:17]3[CH:19]=[CH:20][CH:21]=[C:16]3[C:15](=[N:22]O)[C:14]=2[CH:13]=[CH:12][CH:11]=1.C(O)C.O>C(O)(=O)C.[Zn]>[N:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[NH:3][C:2]=1[C:10]1[C:18]2[N:17]3[CH:19]=[CH:20][CH:21]=[C:16]3[CH:15]([NH2:22])[C:14]=2[CH:13]=[CH:12][CH: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

6

反応物 3

HCID 702EthanolHCID 962WaterHCID 866560785-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one oxime

生成物 1

HCID 670728065-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-pyrrolo[1,2-a]indol-9-ylamine収率 26.7%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176
Acetic Acid
溶媒

実験手順

In a 100 ml round-bottomed flask, a mixture of 200 mg of 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one oxime obtained according to the preceding stage, in 5 ml of glacial acetic acid, 5 ml of ethanol and 5 ml of water, is stirred at ambient temperature. 43 mg of powdered zinc are added and the stirring is maintained at ambient temperature for 2 hours. The reaction medium is filtered through clarcel, washing being carried out with methanol. The filtrate is evaporated to dryness under vacuum and the residue is chromatographed on silica gel (15-40 μm), elution being carried out with a mixture of dichloromethane and 5N ammoniacal methanol (95/5 v/v). 51 mg of 5-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-pyrrolo[1,2-a]indol-9-ylamine are obtained in the form of a solid, the characteristics of which are the following:

後処理

  1. customobtained
  2. filtrationThe reaction medium is filtered through clarcel
  3. washwashing
  4. customThe filtrate is evaporated to dryness under vacuum
  5. customthe residue is chromatographed on silica gel (15-40 μm), elution
  6. additionbeing carried out with a mixture of dichloromethane and 5N ammoniacal methanol (95/5 v/v)

出典と根拠

ORDレコード
ord-7195230bd3b7442ba673aff87538457b
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08178687B2

反応ノート

読み込み中…

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