Hydrochloric Acid → (E)-6-(4-chlorostyryl)pyrimidin-4(3H)-one

HRID 2059879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2059879
Cl[C:2]1[CH:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[N:5]=[CH:4][N:3]=1.C1N2CCN(CC2)C1.C(=O)([O-])[O-:26].[K+].[K+].Cl>O1CCOCC1.O>[Cl:16][C:13]1[CH:14]=[CH:15][C:10](/[CH:9]=[CH:8]/[C:6]2[N:5]=[CH:4][NH:3][C:2](=[O:26])[CH:7]=2)=[CH:11][CH:12]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 9237DabcoHCID 11430Potassium CarbonateHCID 58579925(E)-4-chloro-6-(4-chlorostyryl)pyrimidine

Produkt 1

HCID 136097744(E)-6-(4-chlorostyryl)pyrimidin-4(3H)-oneAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of (E)-4-chloro-6-(4-chlorostyryl)pyrimidine Part A (120 mg, 0.48 mmol), DABCO (107 mg, 0.96 mmol), and potassium carbonate (660 mg, 4.78 mmol) in Dioxane (0.4 mL) and Water (4 mL) was stirred at 60° C. overnight. The reaction was cooled to RT, acidified with 10% HCl, extracted with EtOAC, dried (Na2SO4), and concentrated. The product was triturated with DCM to afford the desired product (E)-6-(4-chlorostyryl)pyrimidin-4(3H)-one 20B (108 mg, 0.46 mmol, 97% yield) as a light yellow solid.

Aufarbeitung

  1. temperatureThe reaction was cooled to RT
  2. extractionextracted with EtOAC
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customThe product was triturated with DCM

Quellen und Nachweise

ORD-Eintrag
ord-4a662a175d0e416d90fdf5df6349090d
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278316B2

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