Potassium Carbonate → HCID 57592532, Verbindung

HRID 1784391Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1784391
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1B(O)O.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([C:11]2[O:10][CH:14]=[CH:13][CH:12]=2)[N:3]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 773782,4,6-TrichloropyrimidineHCID 2734357Furan-2-boronic acid

Produkt 1

HCID 57592532HCID 57592532, VerbindungAusbeute 116,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

To a solution of 2,4,6-trichloropyrimidine (0.5 g, 2.73 mmol), 2-furanboronic acid (0.152 g, 1.36 mmol), potassium carbonate (0.377 g, 1.36 mmol)) in toluene (2.5 ml) was added tetrakis(triphenylphosphine)palladium (0.08 g, 0.068 mmol). The reaction vessel was sealed and heated under the influence of microwave radiation (130° C., 600 seconds, low absorption setting). The crude reaction was concentrated in vauo to give an orange oil which was purified by flash chromatography (SiO2) (19:1—Hexanes:EtOAc) to give the title compound (342 mg, 58%) in suitably clean form to be used without further purification. m/z (LC-MSW, ESP):215.1 [M+H]+, R/T=4.68 mins

Aufarbeitung

  1. customThe reaction vessel was sealed
  2. customThe crude reaction
  3. concentrationwas concentrated in vauo
  4. customto give an orange oil which
  5. customwas purified by flash chromatography (SiO2) (19:1—Hexanes:EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-95a3cc50a6fa4d84a89131d02674c994
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504397B2

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