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9-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (4-aminopyridin-3-yl)amide → 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one

HRID 1925572
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1925572
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:19]=1[N:18]1[CH:20]=[CH:21][CH:22]=[C:17]1[C:16]2=[O:23])=O>C(O)(=O)C>[N:1]1[C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[NH:8][C:9]=1[C:11]1[C:19]2[N:18]3[CH:20]=[CH:21][CH:22]=[C:17]3[C:16](=[O:23])[C:15]=2[CH:14]=[CH:13][CH:12]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 672993589-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (4-aminopyridin-3-yl)amide

Produkt 1

HCID 670728845-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-oneAusbeute 46,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

In a 20 ml microwave reactor, a mixture of 256 mg of 9-oxo-9H-pyrrolo[1,2-a]indole-5-carboxylic acid (4-aminopyridin-3-yl)amide obtained according to the preceding stage, in 20 ml of glacial acetic acid, is heated at 200° C. for 30 minutes. The reaction medium is filtered through clarcel, washing being carried out with glacial acetic acid. The filtrate is evaporated to dryness under vacuum and the residue is taken up twice with toluene and each time re-evaporated to dryness under vacuum. The solid is triturated from isopropyl ether, filtered, and dried under vacuum at 40° C. overnight. 111 mg of 5-(3H-imidazo[4,5-c]pyridin-2-yl)pyrrolo[1,2-a]indol-9-one are obtained in the form of a solid, the characteristics of which are the following:

Aufarbeitung

  1. customobtained
  2. filtrationThe reaction medium is filtered through clarcel
  3. washwashing
  4. customThe filtrate is evaporated to dryness under vacuum
  5. customeach time re-evaporated to dryness under vacuum
  6. customThe solid is triturated from isopropyl ether
  7. filtrationfiltered
  8. customdried under vacuum at 40° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-cd8eeddff9144481bd321ffc907f4d29
Quelldatensatz
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08178687B2

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