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Potassium Carbonate → HCID 57699706, Verbindung

HRID 1011101
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1011101
FC(F)(F)C(O)=O.[CH2:8]([O:12][C:13]1[NH:14][C:15]([NH2:24])=[C:16]2[C:20]([N:21]=1)=[N:19][C:18]([O:22][CH3:23])=[N:17]2)[CH2:9][CH2:10][CH3:11].C(=O)([O-])[O-].[K+].[K+].Br[CH2:32][CH2:33][CH:34]1[CH2:39][CH2:38][O:37][C:36]([CH3:41])([CH3:40])[CH2:35]1>CN(C=O)C>[CH2:8]([O:12][C:13]1[N:21]=[C:20]2[C:16]([N:17]=[C:18]([O:22][CH3:23])[N:19]2[CH2:32][CH2:33][CH:34]2[CH2:39][CH2:38][O:37][C:36]([CH3:41])([CH3:40])[CH2:35]2)=[C:15]([NH2:24])[N:14]=1)[CH2:9][CH2:10][CH3:11]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 576997121050496-83-7HCID 178450357HCID 178450357, Verbindung

Produkt 1

HCID 57699706HCID 57699706, VerbindungAusbeute 13,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 2-(butyloxy)-8-(methyloxy)-1H-purin-6-amine trifluoroacetate (0.2 g, 0.569 mmol) and anhydrous potassium carbonate (0.315 g, 2.277 mmol) in DMF was heated at 60° C. for 1 hour. The mixture was cooled to room temperature and 4-(2-bromoethyl)-2,2-dimethyltetrahydro-2H-pyran (0.151 g, 0.683 mmol) was added and the mixture heated at 50° C. for 18 hours. The mixture was quenched with water (2 ml) and extracted with DCM (2×5 ml). The DCM was separated through a hydrophobic frit and evaporated by blowing down under a stream of nitrogen. Addition of DMSO:MeOH (1:1) gave a precipitate which was collected by filtration, washed with methanol and dried in vacuo to give the title compound (29 mg).

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. temperaturethe mixture heated at 50° C. for 18 hours
  3. customThe mixture was quenched with water (2 ml)
  4. extractionextracted with DCM (2×5 ml)
  5. customThe DCM was separated through a hydrophobic frit
  6. customevaporated
  7. additionAddition of DMSO:MeOH (1:1)
  8. customgave a precipitate which
  9. filtrationwas collected by filtration
  10. washwashed with methanol
  11. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-41e21fbf20d84579ad02a2b89b641571
Quelldatensatz
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07977344B2

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