4-(5-fluoropyridin-2-yl)-N-methoxy-N-methylbenzamide → 1-(4-(5-Fluoropyridin-2-yl)phenyl)ethanone

HRID 216324Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 216324
[CH3:1][Mg]Br.[F:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:22]=[CH:21][C:14]([C:15](N(OC)C)=[O:16])=[CH:13][CH:12]=2)=[N:9][CH:10]=1>O1CCCC1>[F:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:22]=[CH:21][C:14]([C:15](=[O:16])[CH3:1])=[CH:13][CH:12]=2)=[N:9][CH:10]=1

Komponenten

4

Edukt 2

HCID 866384894-(5-fluoropyridin-2-yl)-N-methoxy-N-methylbenzamideHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 591619481-(4-(5-Fluoropyridin-2-yl)phenyl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Methylmagnesium bromide (3 M in tetrahydrofuran) (2.1 mL, 6.2 mmol) was added to a −78° C. solution of 4-(5-fluoropyridin-2-yl)-N-methoxy-N-methylbenzamide (800 mg, 3.1 mmol) in tetrahydrofuran (20 mL). After stirring at 0° C. for 30 min, the reaction mixture was quenched with methanol and saturated aqueous ammonium chloride. The organic layer was dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-15% ethyl acetate/hexane afforded the title compound.

Aufarbeitung

  1. customthe reaction mixture was quenched with methanol and saturated aqueous ammonium chloride
  2. dry with materialThe organic layer was dried (magnesium sulfate)
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fb6eadfff345482abeb6415983a5f2e8
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193228B2

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