Water → 5-Bromo-1-(4-cyano-benzyl)-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid

HRID 512485

Reaktionsgleichung

Reaktionsgleichung von HRID 512485
[C:1]([C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]2[C:13]([CH3:14])=[CH:12][C:11](=[O:15])[C:10]([C:16]([OH:18])=[O:17])=[CH:9]2)=[CH:5][CH:4]=1)#[N:2].[Br:21]Br.O>C(O)(=O)C>[Br:21][C:12]1[C:11](=[O:15])[C:10]([C:16]([OH:18])=[O:17])=[CH:9][N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:20][CH:19]=2)[C:13]=1[CH3:14]

Komponenten

5

Edukt 3

HCID 962WaterHCID 24408Bromine2×HCID 86711526HCID 86711526, Verbindung

Produkt 1

HCID 867115285-Bromo-1-(4-cyano-benzyl)-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-cyano-benzyl)-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (preparation 1b, 12.9 g, 48.2 mmol) in glacial acetic acid (50 ml) is added at room temperature bromine (5.0 mL). The reaction mixture is stirred for 1 day at room temperature, then additional bromine (3.0 mL) is added. After stirring for an additional 4 days at room temperature, water is added to the reaction mixture and the formed precipitate is filtered off and dried. Yield: 14.0 g (84% of theory); ESI mass spectrum: [M+H]+=347 (bromine isotope pattern); Retention time HPLC: 1.07 min (Z002—005).

Aufarbeitung

  1. stirringAfter stirring for an additional 4 days at room temperature
  2. filtrationthe formed precipitate is filtered off
  3. customdried
  4. custom1.07 min (Z002—005)

Quellen und Nachweise

ORD-Eintrag
ord-618823002b864224972a5701b640c7d3
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102624B2

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