Sodium Carbonate → HCID 55113879, Verbindung

HRID 388383Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 388383
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][N:3]=1.[CH2:11]([O:13][C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1)[CH3:12].C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[CH2:11]([O:13][C:14]1[CH:19]=[C:18]([C:2]2[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][N:3]=2)[CH:17]=[CH:16][CH:15]=1)[CH3:12]

Komponenten

7

Edukt 3

HCID 10340Sodium CarbonateHCID 27739203-Ethoxybenzeneboronic acidHCID 110949062-Chloropyrimidine-5-carboxylic acid

Produkt 1

HCID 55113879HCID 55113879, VerbindungAusbeute 6,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6102075Dichlorobis(triphenylphosphine)palladiumKatalysatorHCID 962WaterLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

To a solution of 2-chloro-5-pyrimidinecarboxylic acid (Anichem LLC; 100 mg, 0.631 mmol) in 1,2-dimethoxyethane (9 ml) was added [3-(ethyloxy)phenyl]boronic acid (Sigma-Aldrich; 314 mg, 1.892 mmol), sodium carbonate (401 mg, 3.78 mmol) pre-dissolved in water (1 ml) and bis(triphenylphosphine)palladium(II)chloride (66.4 mg, 0.095 mmol). The mixture was heated at 140° C. for 30 minutes in a microwave reactor (high absorbance). The catalyst was filtered and the mother liquor evaporated to dryness. Purification using MDAP gave the title compound as a white solid (10 mg);

Aufarbeitung

  1. filtrationThe catalyst was filtered
  2. customthe mother liquor evaporated to dryness
  3. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-bf1aa1cf1bc044499d4bac6df2d67693
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08377941B2

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