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Ethanol → 4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamine

HRID 387783
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 387783
[Cl-].[NH4+].C(O)C.O.[N+:7]([C:10]1[CH:31]=[CH:30][C:13]([O:14][C:15]2[C:16]3[CH:23]=[C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[NH:21][C:17]=3[N:18]=[CH:19][N:20]=2)=[CH:12][CH:11]=1)([O-])=O>[Fe].O1CCCC1>[C:24]1([C:22]2[NH:21][C:17]3[N:18]=[CH:19][N:20]=[C:15]([O:14][C:13]4[CH:30]=[CH:31][C:10]([NH2:7])=[CH:11][CH:12]=4)[C:16]=3[CH:23]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 589313154-(4-nitrophenoxy)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 589311894-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamineAusbeute 89,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925
Iron
Katalysator
HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
82.5 °C

Versuchsvorschrift

After adding 110 mg of iron powder, 220 mg of ammonium chloride, 10 ml of ethanol and 2 ml of water to 110 mg of 4-(4-nitrophenoxy)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine, the mixture was stirred at 80-85° C. for 2.5 hours. After returning the mixture to room temperature, 20 ml of tetrahydrofuran was added, and the mixture was stirred for 5 minutes and filtered with celite, after which 100 ml of ethyl acetate and 50 ml of water were added to the filtrate for liquid separation and extraction. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, filtered with plug cotton and concentrated to dryness to obtain 90 mg of the title compound.

Aufarbeitung

  1. customto room temperature
  2. stirringthe mixture was stirred for 5 minutes
  3. filtrationfiltered with celite
  4. additionafter which 100 ml of ethyl acetate and 50 ml of water were added to the filtrate for liquid separation and extraction
  5. washThe organic layer was washed with saturated saline
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered with plug cotton
  8. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-c66fdbcd25e0407ba2d1cf7ae8a66f56
Quelldatensatz
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08372981B2

Notizen zur Reaktion

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