Ethyl bromoacetate → ethyl 2-(5-(4-methoxyphenyl)-2-oxopyridin-1(2H)-yl)acetate

HRID 1948207

Reaktionsgleichung

Reaktionsgleichung von HRID 1948207
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12](=[O:15])[NH:13][CH:14]=2)=[CH:5][CH:4]=1.[CH2:16]([O:18][C:19](=[O:22])[CH2:20]Br)[CH3:17]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12](=[O:15])[N:13]([CH2:20][C:19]([O:18][CH2:16][CH3:17])=[O:22])[CH:14]=2)=[CH:5][CH:4]=1

Komponenten

3

Edukt 2

HCID 7748Ethyl bromoacetateHCID 200814975-(4-Methoxyphenyl)pyridin-2(1H)-one

Produkt 1

HCID 69344830ethyl 2-(5-(4-methoxyphenyl)-2-oxopyridin-1(2H)-yl)acetateAusbeute 91 %

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

According to Scheme 9 Step 1: The title compound was prepared from 5-(4-methoxyphenyl)pyridin-2(1H)-one (1 eq, 3.73 mmol, 0.75 g, Example 7 Step 1) and ethylbromoacetate (1.2 eq, 4.47 mmol, 0.50 mL) according to the procedure described for Example 1 Step 2. The reaction was stirred at 60° C. for 12 hours. The reaction was filtered and concentrated under reduced pressure to yield a yellow oil. The product was triturated from diisopropyl ether to afford ethyl 2-(5-(4-methoxyphenyl)-2-oxopyridin-1(2H)-yl)acetate (3.38 mmol, 0.97 g, 91%) as a white solid.

Aufarbeitung

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated under reduced pressure
  3. customto yield a yellow oil
  4. customThe product was triturated from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f5ba0b9a05a648cb8d309f94c77922cb
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399493B2

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