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1-benzoyl-5-nitro-1H-indole → HCID 9856121, Verbindung

HRID 1359137
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1359137
[C:1]([N:9]1[C:17]2[C:12](=[CH:13][C:14]([N+:18]([O-])=O)=[CH:15][CH:16]=2)[CH:11]=[CH:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.O1CCCC1.C([O-])=O.[NH4+].[Pd]>[C:1]([N:9]1[C:17]2[C:12](=[CH:13][C:14]([NH2:18])=[CH:15][CH:16]=2)[CH:11]=[CH:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 1

HCID 98350711-benzoyl-5-nitro-1H-indole

Produkt 1

HCID 9856121HCID 9856121, VerbindungAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 23938PalladiumLösungsmittel
HCID 2723923
Ammonium formate
Lösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

1-benzoyl-5-nitro-1H-indole (50 mg) was dissolved in a mixed solvent with methanol (2 ml) and tetrahydrofuran (2 ml), and ammonium formate of an excess amount and palladium/carbon (10%) of a catalytic amount were added. The reacted solution was stirred at around 30° C. for 30 minutes to complete the reduction, filtered through celite and then, concentrated under reduced pressure. Afterward, the residue was dissolved again in ethylacetate (10 ml), washed with water and brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and then, triturated with isooctane and isopropyleter. As a result, the present compound (25 mg, productive yield 56%) was obtained as a solid.

Aufarbeitung

  1. additionwere added
  2. filtrationfiltered through celite
  3. concentrationconcentrated under reduced pressure
  4. dissolutionAfterward, the residue was dissolved again in ethylacetate (10 ml)
  5. washwashed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customtriturated with isooctane and isopropyleter
  9. customAs a result, the present compound (25 mg, productive yield 56%) was obtained as a solid

Quellen und Nachweise

ORD-Eintrag
ord-419943ebf2e0475d976431e20c35e3fa
Quelldatensatz
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06599929B2

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