Potassium Phosphate, Tribasic → Methyl 6-methyl-2-phenyl-4-pyrimidinecarboxylate

HRID 553826

Reaktionsgleichung

Reaktionsgleichung von HRID 553826
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7](Cl)[N:6]=1)=[O:4].[C:13]1(B(O)O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].O.CC(=O)OCC>O1CCOCC1.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>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:6]=1)=[O:4]

Komponenten

7

Edukt 4

HCID 62657Potassium Phosphate, TribasicHCID 66827Phenylboronic AcidHCID 2736835Methyl 2-chloro-6-methylpyrimidine-4-carboxylateHCID 22728543Water ethylacetate

Produkt 1

HCID 58101529Methyl 6-methyl-2-phenyl-4-pyrimidinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-chloro-6-methyl-pyrimidine-4-carboxylic acid methyl ester (930 mg), phenylboronic acid (610 mg), tetrakis(triphenylphosphine)palladium (265 mg) and potassium phosphate (2.12 g) were dissolved in anhydrous dioxane (25 ml) under argon. The mixture was refluxed overnight and worked up with water/EA. The org. phases were dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/5) offered 875 mg of the desired compound.

Aufarbeitung

  1. temperatureThe mixture was refluxed overnight
  2. dry with materialphases were dried (Na2SO4)
  3. customevaporated off

Quellen und Nachweise

ORD-Eintrag
ord-99a308eb50b24b91a6980a55a346e494
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048881B2

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