Benzylamine → benzyl-[5-(1H-indazol-6-yloxy)-2-nitrophenyl]-amine

HRID 1163440

Reaktionsgleichung

Reaktionsgleichung von HRID 1163440
Cl[C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[O:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[N:11][NH:12]2)=[CH:8][CH:7]=1.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[CH2:21]([NH:28][C:2]1[CH:3]=[C:4]([O:5][C:6]2[CH:14]=[C:13]3[C:9]([CH:10]=[N:11][NH:12]3)=[CH:8][CH:7]=2)[CH:15]=[CH:16][C:17]=1[N+:18]([O-:20])=[O:19])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

4

Edukt 2

HCID 7504BenzylamineHCID 684463516-(3-chloro-4-nitrophenoxy)-1H-indazole

Produkt 1

HCID 68445941benzyl-[5-(1H-indazol-6-yloxy)-2-nitrophenyl]-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A stirred solution of the nitro compound (2 mmol) in DMF (4 mL) was added with benzylamine (4 mmol) and contents were heated at 100° C. for 6 h. The reaction mixture was cooled to RT and the contents were poured onto ice cold water with vigorous stirring. The solid formed was collected by filtration, washed with water, and dried in vacuo. The residue obtained was purified on silica gel column chromatography using hexane/EtOAC as eluent to provide the product, benzyl-[5-(1H-indazol-6-yloxy)-2-nitrophenyl]-amine as a yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to RT
  2. additionthe contents were poured onto ice cold water with vigorous stirring
  3. customThe solid formed
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried in vacuo
  7. customThe residue obtained
  8. customwas purified on silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d7cc111a1cf0407094d457dda9525ea0
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820821B2

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