Sodium hydride → Ethyl 2-(4-bromo-2-oxopyridin-1(2H)-yl)-3-phenylpropanoate

HRID 56669

Reaktionsgleichung

[Br:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.Br[CH:10]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]([O:13][CH2:14][CH3:15])=[O:12].[H-].[Na+].[Br-].[Li+]>>[Br:1][C:2]1[CH:7]=[CH:6][N:5]([CH:10]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:4](=[O:8])[CH:3]=1

Komponenten

Edukt 4

HCID 24758Sodium hydride

HCID 82050Lithium Bromide

HCID 8171154-Bromo-2-hydroxypyridine

HCID 4737529Ethyl 2-bromo-3-phenylpropanoate

Produkt 1

HCID 117622558Ethyl 2-(4-bromo-2-oxopyridin-1(2H)-yl)-3-phenylpropanoate

Reaktionsbedingungen

Temperatur: 65 °C

Versuchsvorschrift

544 mg (3.13 mmol) of 4-bromopyridin-2(1H)-one and 845 mg (3.3 mmol) of ethyl 2-bromo-3-phenylpropanoate (racemate) in the presence of 1.15 eq. of sodium hydride and 2.3 eq. of lithium bromide were reacted according to General Method 4C (stirred at 65° C. for 1.5 h). Yield: 572 mg (51% of theory)

Quellen und Nachweise

ORD-Eintrag: ord-2da1cfbee0a04af5a39d8083688e43f8
Quelldatensatz: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09434690B2

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