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Hydrochloric Acid → HCID 22106125, Verbindung

HRID 1456391
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1456391
[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][CH2:23][N:24](CC3C=CC=CC=3)[CH2:25][CH3:26])[CH:16]=2)=[C:7]([NH:34][C:35]([NH:37][C:38]2[C:43]([CH:44]([CH3:46])[CH3:45])=[CH:42][CH:41]=[CH:40][C:39]=2[CH:47]([CH3:49])[CH3:48])=[O:36])[C:6]1=[O:50])[CH2:2][CH2:3][CH3:4].Cl>C(O)C.[C].[Pd]>[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][CH2:23][NH:24][CH2:25][CH3:26])[CH:16]=2)=[C:7]([NH:34][C:35]([NH:37][C:38]2[C:43]([CH:44]([CH3:46])[CH3:45])=[CH:42][CH:41]=[CH:40][C:39]=2[CH:47]([CH3:48])[CH3:49])=[O:36])[C:6]1=[O:50])[CH2:2][CH2:3][CH3:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 22105981HCID 22105981, Verbindung

Produkt 1

HCID 22106125HCID 22106125, VerbindungAusbeute 52,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of N-[1-butyl-4-[3-{2-(N-benzyl-N-ethylamino)ethoxy)-phenyl]-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (129 mg, 0.191 mmol) in ethanol (10 ml) were added 12N aqueous hydrochloric acid solution (1 ml) and 10% palladium-carbon (210 mg), and the mixture was stirred at room temperature under hydrogen atmosphere for five hours. The mixture was filtered through a cerite pad, and the filtrate was concentrated. To the concentrated resultant was added aqueous ammonia, and the mixture was extracted with ethyl acetate. The extract was washed with water, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The reside was concentrated under reduced pressure, and the residue was purified by thin layer chromatography (10% methanol in chloroform) to give the title compound (63 mg, 0.10 mmol).

Aufarbeitung

  1. filtrationThe mixture was filtered through a cerite pad
  2. concentrationthe filtrate was concentrated
  3. concentrationTo the concentrated resultant
  4. additionwas added aqueous ammonia
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed with water
  7. washwashed with a saturated aqueous sodium chloride solution
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationThe reside was concentrated under reduced pressure
  10. customthe residue was purified by thin layer chromatography (10% methanol in chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-bc9f6c2695e8477e96c5419cd58506cb
Quelldatensatz
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05843957

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