Potassium Carbonate → 7-bromo-3-(2-methoxyethyl)pyrido[3,2-d]pyrimidin-4(3H)-one

HRID 1619373Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1619373
[Br:1][C:2]1[CH:11]=[N:10][C:9]2[C:8](=[O:12])[NH:7][CH:6]=[N:5][C:4]=2[CH:3]=1.Br[CH2:14][CH2:15][O:16][CH3:17].C([O-])([O-])=O.[K+].[K+]>CC(C)=O.CN(C=O)C.O>[Br:1][C:2]1[CH:11]=[N:10][C:9]2[C:8](=[O:12])[N:7]([CH2:14][CH2:15][O:16][CH3:17])[CH:6]=[N:5][C:4]=2[CH:3]=1

Komponenten

7

Edukt 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 1356820527-bromo-3H,4H-pyrido(3,2-d)pyrimidin-4-one

Produkt 1

HCID 585743837-bromo-3-(2-methoxyethyl)pyrido[3,2-d]pyrimidin-4(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 7-bromopyrido[3,2-d]pyrimidin-4(3H)-one (200 mg, 0.89 mmol), 1-bromo-2-methoxyethane (148 mg, 1.06 mmol) and K2CO3 (184 mg, 1.3 mmol) in acetone (10 mL) and DMF (3 mL) was stirred at room temperature for 4 h. Then the mixture was diluted with H2O (50 mL) and extracted with ethyl acetate (3×50 mL), the combined organic layers were washed with brine, dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product. MS (ESI): 284, 286 (MH+).

Aufarbeitung

  1. extractionextracted with ethyl acetate (3×50 mL)
  2. washthe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration and concentration
  5. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-5556129192144d94a976a8a41126fefc
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772301B2

Notizen zur Reaktion

Wird geladen…