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Imidazole → HCID 22106242, Verbindung

HRID 1456380
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1456380
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[CH2:14]([N:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][N:26]=2)[C:21]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:35][CH2:36][CH2:37]Cl)[CH:29]=2)=[C:20]([NH:39][C:40]([NH:42][C:43]2[C:48]([CH:49]([CH3:51])[CH3:50])=[CH:47][CH:46]=[CH:45][C:44]=2[CH:52]([CH3:54])[CH3:53])=[O:41])[C:19]1=[O:55])[CH2:15][CH2:16][CH3:17]>CN(C=O)C.O>[CH2:14]([N:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][N:26]=2)[C:21]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:35][CH2:36][CH2:37][N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)[CH:29]=2)=[C:20]([NH:39][C:40]([NH:42][C:43]2[C:48]([CH:49]([CH3:51])[CH3:50])=[CH:47][CH:46]=[CH:45][C:44]=2[CH:52]([CH3:53])[CH3:54])=[O:41])[C:19]1=[O:55])[CH2:15][CH2:16][CH3:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 795ImidazoleHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 22105972HCID 22105972, Verbindung

Produkt 1

HCID 22106242HCID 22106242, VerbindungAusbeute 38,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a suspension of imidazole (97 mg, 1.43 mmol), potassium carbonate (246 mg, 1.78 mmol) and sodium iodide (35 mg) in DMF (20 ml) was added N-[1-(butyl-4-{3-(3-chloropropoxy)phenyl}-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (700 mg, 1.19 mmol), and the mixture was stirred at 50°-60° C. for 10 hours. After allowed to stand for cooling, the mixture was poured into water, extracted with ethyl acetate, and the extract was washed with water, washed with a saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The residue was concentrated under reduced pressure, and purified by silica gel column chromatography (5% methanol in chloroform) to give the title compound (286 mg, 0.46 mmol).

Aufarbeitung

  1. temperaturefor cooling
  2. extractionextracted with ethyl acetate
  3. washthe extract was washed with water
  4. washwashed with a saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationThe residue was concentrated under reduced pressure
  7. custompurified by silica gel column chromatography (5% methanol in chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-fa3c43564139407295add8faec42c623
Quelldatensatz
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05843957

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