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Potassium Carbonate → HCID 44156374, Verbindung

HRID 1399303
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1399303
C([O:4][CH:5]([C:8]1[C:13]2[N:14]3[CH2:20][CH2:19][CH2:18][N:17]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])[C:15]3=[N:16][C:12]=2[C:11]([Cl:29])=[CH:10][CH:9]=1)[CH2:6][CH3:7])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:29][C:11]1[C:12]2[N:16]=[C:15]3[N:17]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])[CH2:18][CH2:19][CH2:20][N:14]3[C:13]=2[C:8]([CH:5]([OH:4])[CH2:6][CH3:7])=[CH:9][CH:10]=1
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Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 441562551-[9-Chloro-1-(2,4-dichlorophenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl]propyl acetate

Produkt 1

HCID 44156374HCID 44156374, VerbindungAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of (+)-1-[9-chloro-1-(2,4-dichlorophenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl]propyl acetate (80.6 mg, 0.178 mmol) in methanol (1.5 mL) was added potassium carbonate (36.9 mg, 0.267 mmol). The reaction mixture was stirred at room temperature for 1.5 hrs. After the mixture was concentrated, the residue was diluted with water and extracted with ethyl acetate (×3). The combined organic layer was washed with brine (×1), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with a 0-50% ethyl acetate/n-hexane gradient mixture. The resulting solid was recrystallized from ethyl acetate/n-hexane to give the title compound as a colorless powder (51.6 mg, 0.126 mmol, 71%).

Aufarbeitung

  1. concentrationAfter the mixture was concentrated
  2. additionthe residue was diluted with water
  3. extractionextracted with ethyl acetate (×3)
  4. washThe combined organic layer was washed with brine (×1)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by silica gel column chromatography
  9. washeluting with a 0-50% ethyl acetate/n-hexane gradient mixture
  10. customThe resulting solid was recrystallized from ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-b4442db2755c4a92a7a3a5e35d701940
Quelldatensatz
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08901141B2

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