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Hydroxyamine hydrochloride → 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one oxime

HRID 1925573
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1925573
[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](=O)[C:14]=2[CH:13]=[CH:12][CH:11]=1.Cl.[NH2:24][OH:25]>N1C=CC=CC=1>[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:24][OH:25])[C:14]=2[CH:13]=[CH:12][CH:11]=1
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Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 670728845-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one

Produkt 1

HCID 866560785-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one oximeAusbeute 81,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

In a 250 ml round-bottomed flask under argon, a mixture of 444 mg of 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one obtained according to the preceding stage and 323 mg of hydroxylamine hydrochloride in 60 ml of pyridine is refluxed for 3 hours. The reaction medium is evaporated to dryness under vacuum, the residue is taken up in a saturated solution of sodium bicarbonate and the precipitate is filtered off and washed with water. The solid is dissolved in methanol and the solvent is evaporated to dryness under vacuum. The residue is taken up in toluene and then re-evaporated to dryness under vacuum. 380 mg of 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one oxime are obtained in the form of a solid, the characteristics of which are the following:

Aufarbeitung

  1. customobtained
  2. temperatureis refluxed for 3 hours
  3. customThe reaction medium is evaporated to dryness under vacuum
  4. filtrationthe precipitate is filtered off
  5. washwashed with water
  6. dissolutionThe solid is dissolved in methanol
  7. customthe solvent is evaporated to dryness under vacuum
  8. customre-evaporated to dryness under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d0e32a5804494c2d9985f8ba52f230c3
Quelldatensatz
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08178687B2

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