Water → 3,5-Dimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-imidazolidine-2,4-dione

HRID 2411897Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2411897
[CH3:1][CH:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([N:15]3[CH2:20][CH2:19][N:18]([C:21]4[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[C:23]([CH3:29])[N:22]=4)[CH2:17][CH2:16]3)=[O:14])=[CH:9][N:8]=2)[C:5](=[O:30])[NH:4][C:3]1=[O:31].[CH3:32]C(C)([O-])C.[K+].CI.O>O1CCCC1>[CH3:32][N:4]1[C:3](=[O:31])[CH:2]([CH3:1])[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([N:15]3[CH2:20][CH2:19][N:18]([C:21]4[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[C:23]([CH3:29])[N:22]=4)[CH2:17][CH2:16]3)=[O:14])=[CH:9][N:8]=2)[C:5]1=[O:30]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 712521435-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione

Produkt 1

HCID 712527663,5-Dimethyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-imidazolidine-2,4-dioneAusbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-Methyl-1-{5-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}imidazolidine-2,4-dione (60 mg) described in Example 549 was dissolved in tetrahydrofuran, potassium tert-butoxide (17 mg) and methyl iodide (9.3 μL) were added under ice-cooling, and the mixture was stirred at the same temperature for 15 min and at room temperature for 24 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (50 mg).

Aufarbeitung

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was evaporated
  6. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-d57e1bbb934d489cb49069f5b99c0619
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08816079B2

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