Sodium Carbonate → 6-(2,5-dimethoxyphenyl)-1-(2-methoxyethyl)-2-(methylthio)pyrimidin-4(1H)-one

HRID 75550

Reaktionsgleichung

Reaktionsgleichung von HRID 75550
I[C:2]1[N:7]([CH2:8][CH2:9][O:10][CH3:11])[C:6]([S:12][CH3:13])=[N:5][C:4](=[O:14])[CH:3]=1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=1B(O)O.C(=O)([O-])[O-].[Na+].[Na+]>O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:18]=1[C:2]1[N:7]([CH2:8][CH2:9][O:10][CH3:11])[C:6]([S:12][CH3:13])=[N:5][C:4](=[O:14])[CH:3]=1

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 27343422,5-Dimethoxyphenylboronic acidHCID 866846866-Iodo-1-(2-methoxyethyl)-2-(methylthio)pyrimidin-4(1H)-one

Produkt 1

HCID 866846886-(2,5-dimethoxyphenyl)-1-(2-methoxyethyl)-2-(methylthio)pyrimidin-4(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)KatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 6-iodo-1-(2-methoxyethyl)-2-(methylthio)pyrimidin-4(1H)-one (100 mg, 0.31 mmol), (2,5-dimethoxyphenyl)boronic acid (0.37 mmol, 1.2 equiv.) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (14 mg, 0.017 mmol, 0.05 equiv) was added degassed 1,4-dioxane (2 mL), followed by a degassed solution of sodium carbonate (65 mg, 0.61 mmol) in water (0.7 mL). This reaction mixture was subjected to microwave irradiation at 120° C. for 30 minutes and the crude reaction mixture was used directly in the next step.

Aufarbeitung

  1. additionwas added
  2. customdegassed 1,4-dioxane (2 mL)
  3. customirradiation at 120° C. for 30 minutes
  4. customthe crude reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-aebf4238b210478b9c674bb4bd5a75f8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835449B2

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