Cesium carbonate → 4-Cyclopentylamino-6-(2-dimethylamino-ethoxy)-quinazoline-2-carbonitrile

HRID 1984224Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1984224
[CH:1]1([NH:6][C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=3)[N:10]=[C:9]([C:18]#[N:19])[N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.Cl[CH2:22][CH2:23][N:24]([CH3:26])[CH3:25].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH:1]1([NH:6][C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])[CH:15]=3)[N:10]=[C:9]([C:18]#[N:19])[N:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 686476604-Cyclopentylamino-6-hydroxy-quinazoline-2-carbonitrile

Produkt 1

HCID 686473294-Cyclopentylamino-6-(2-dimethylamino-ethoxy)-quinazoline-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Cyclopentylamino-6-hydroxy-quinazoline-2-carbonitrile (0.4 mmol), (2-Chloro-ethyl)-dimethyl-amine hydrochloride (0.55 mmol) and cesiumcarbonate (3.5 mmol) are stirred in DMF (3 ml) at RT for 20 hours. The suspension is filtered, washed with little DMF and water is added to the filtrate until the solution gets turbide. The precipitate formed is filtered off and dried (vacuum). A white powder with mp. 158-160° C., Rf=0.51 (CH2C2/MeOH=9:2) is obtained.

Aufarbeitung

  1. filtrationThe suspension is filtered
  2. washwashed with little DMF and water
  3. additionis added to the filtrate until the solution
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. customdried (vacuum)
  7. customA white powder with mp. 158-160° C., Rf=0.51 (CH2C2/MeOH=9:2) is obtained

Quellen und Nachweise

ORD-Eintrag
ord-bba5bae372c44bb0adf9eb6de3e91342
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07544688B2

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