Morpholine → 4-(5-Bromopyrimidin-2-yl)morpholine

HRID 734347

Reaktionsgleichung

Reaktionsgleichung von HRID 734347
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[N:13]=[CH:12][C:11]([Br:14])=[CH:10][N:9]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>CN(C=O)C>[Br:14][C:11]1[CH:10]=[N:9][C:8]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[N:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 6066655-Bromo-2-chloropyrimidine

Produkt 1

HCID 51443624-(5-Bromopyrimidin-2-yl)morpholineAusbeute 35,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Potassium carbonate (0.34 g) was added to a solution of 2-chloro-5-bromo-pyrimidine (0.5 g) in DMF (20 ml). The reaction mixture was stirred at rt for 15 min. Morpholine (0.2 g) was added and the reaction mixture was stirred at rt for 2 h. The excess DMF was removed by evaporation and the residue was partitioned between H2O/EtOAc (30:30 ml) The EtOAc layer was dried (MgSO4) and evaporated to dryness to give the sub-title compound as a cream solid (0.2 g). LCMS electrospray(+ve) 246 (MH+).

Aufarbeitung

  1. stirringthe reaction mixture was stirred at rt for 2 h
  2. customThe excess DMF was removed by evaporation
  3. customthe residue was partitioned between H2O/EtOAc (30:30 ml) The EtOAc layer
  4. dry with materialwas dried (MgSO4)
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ab2a6236d2154eccafc76ab11566ee69
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592347B2

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