Potassium Carbonate → 5-(3-Trifluoromethoxy-phenoxymethyl)-pyrazine-2-carboxylic acid methyl ester

HRID 2373852

Reaktionsgleichung

Reaktionsgleichung von HRID 2373852
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([CH2:11]Br)=[CH:7][N:6]=1)=[O:4].[F:13][C:14]([F:24])([F:23])[O:15][C:16]1[CH:17]=[C:18]([OH:22])[CH:19]=[CH:20][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([CH2:11][O:22][C:18]2[CH:19]=[CH:20][CH:21]=[C:16]([O:15][C:14]([F:13])([F:23])[F:24])[CH:17]=2)=[CH:7][N:6]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 27332613-(Trifluoromethoxy)phenolHCID 21973569Methyl 5-(bromomethyl)pyrazine-2-carboxylate

Produkt 1

HCID 692063465-(3-Trifluoromethoxy-phenoxymethyl)-pyrazine-2-carboxylic acid methyl esterAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 5-bromomethyl-pyrazine-2-carboxylic acid methyl ester (0.305 g, 1.314 mmol) in DMF (6 mL) was treated with 3-trifluoromethoxyphenol (0.280 g, 1.577 mmol) and potassium carbonate (0.400 g, 2.89 mmol) by the general procedure G. The crude product was purified by flash column chromatography on silica gel to give 0.380 g of pure 5-(3-Trifluoromethoxy-phenoxymethyl)-pyrazine-2-carboxylic acid methyl ester. LCMS: 330 (M+2)+

Aufarbeitung

  1. customThe crude product was purified by flash column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-b547a5d1b0354d98b065c0720cf92894
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07459472B2

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