Sodium hydride → methyl 2-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate

HRID 714391Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 714391
[O:1]=[C:2]1[NH:6][N:5]=[CH:4][N:3]1[C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][N:16]=1)[C:10]([O:12][CH3:13])=[O:11].[H-].[Na+].Br[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1>CN(C)C=O>[F:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][N:6]2[C:2](=[O:1])[N:3]([C:7]3[CH:8]=[C:9]([CH:14]=[CH:15][N:16]=3)[C:10]([O:12][CH3:13])=[O:11])[CH:4]=[N:5]2)=[CH:22][CH:23]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 680214-Fluorobenzyl bromideHCID 58247755methyl 2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate

Produkt 1

HCID 58247815methyl 2-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of methyl 2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate (1.68 g, 7.63 mmol) in N,N-dimethylformamide (76 mL) was added sodium hydride (60% dispersion in mineral oil, 0.67 g, 16.80 mmol) at 0° C. The resulting reaction mixture was stirred for 1 hour at 0° C., followed by the addition of 1-(bromomethyl)-4-fluorobenzene (3.23 g, 17.09 mmol) dropwise. The reaction mixture was stirred at ambient temperature for 48 hours and concentrated in vacuo to dryness to give methyl 2-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate, and used in the further reaction without purification

Aufarbeitung

  1. customThe resulting reaction mixture
  2. stirringThe reaction mixture was stirred at ambient temperature for 48 hours
  3. concentrationconcentrated in vacuo to dryness

Quellen und Nachweise

ORD-Eintrag
ord-3d61d17c314c4c9da60c26a91c6b4e46
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187426B2

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