Water → 2-(4-Iodophenoxy)-4-methoxypyrimidine

HRID 1752046

Reaktionsgleichung

[H-].[Na+].[I:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Cl[C:12]1[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][N:13]=1.O>CN(C=O)C>[I:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:12]2[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][N:13]=2)=[CH:6][CH:5]=1

Komponenten

Reaktionsbedingungen

Temperatur: 125 °C

Versuchsvorschrift

Under an argon atmosphere, sodium hydride (108 mg) was added to a solution of 4-iodophenol (220 mg) and 2-chloro-4-methoxypyrimidine (168 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125° C. for 9 hours. The reaction solution was cooled to room temperature and water was added thereto, followed by extracting the resulting mixture with ethyl acetate. Organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate=5/1) to obtain 2-(4-iodophenoxy)-4-methoxypyrimidine (312 mg).

Aufarbeitung

temperatureThe reaction solution was cooled to room temperature
extractionby extracting the resulting mixture with ethyl acetate
washOrganic layer was washed with saturated brine
dry with materialdried over anhydrous sodium sulfate
customAfter removing anhydrous sodium sulfate
filtrationby filtration
concentrationthe filtrate was concentrated
customThe residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate=5/1)

Quellen und Nachweise

ORD-Eintrag: ord-4ec43d011c6b4ff595e21067dab8cfe9
Quelldatensatz: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09162988B2

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