Potassium Carbonate → 6-chloro-1-(2'-cyanobiphenyl-4-yl)methyl-3-propylpyrimidine-2,4(1H,3H)-dione

HRID 373238Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 373238
[Cl:1][C:2]1[NH:7][C:6](=[O:8])[N:5]([CH2:9][CH2:10][CH3:11])[C:4](=[O:12])[CH:3]=1.Cl[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]#[N:28])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[N:7]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]#[N:28])=[CH:19][CH:20]=2)[C:6](=[O:8])[N:5]([CH2:9][CH2:10][CH3:11])[C:4](=[O:12])[CH:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 6408466-chloro-3-propylpyrimidine-2,4(1H,3H)-dioneHCID 217117564'-(chloromethyl)-[1,1'-Biphenyl]-2-carbonitrile

Produkt 1

HCID 198115376-chloro-1-(2'-cyanobiphenyl-4-yl)methyl-3-propylpyrimidine-2,4(1H,3H)-dioneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 6-chloro-3-propylpyrimidine-2,4(1H,3H)-dione (3 g), 4-chloromethyl-2'-cyanobiphenyl (4.76 g) and potassium carbonate (2.64 g) in DMF (50 ml) was stirred at room temperature for 3 hours and then at 60° C. for 2 hours. The reaction mixture was concentrated to dryness in vacuo and then the residue was dissolved in methylene chloride. The insoluble material was removed from the reaction mixture by filtration and the filtrate was concentrated to dryness. The resulting residue was purified by column chromatography on silica gel to give colorless crystals (5.9 g, 98%).

Aufarbeitung

  1. waitat 60° C. for 2 hours
  2. concentrationThe reaction mixture was concentrated to dryness in vacuo
  3. dissolutionthe residue was dissolved in methylene chloride
  4. customThe insoluble material was removed from the reaction mixture by filtration
  5. concentrationthe filtrate was concentrated to dryness
  6. customThe resulting residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-c446ae110285482c96bc7206d32408f3
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05162326

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