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Methanol → HCID 86343533, Verbindung

HRID 2202424
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2202424
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[C:4]([Cl:9])[CH:3]=1.[OH:10][C:11]1[CH:16]=[C:15]([CH3:17])[O:14][C:13](=O)[CH:12]=1.[Cl-].[Li+].CO>ClCCl>[Cl:9][C:4]1[CH:3]=[C:2]([N:1]2[C:15]([CH3:17])=[CH:16][C:11]([OH:10])=[CH:12][C:13]2=[O:14])[C:7]([CH3:8])=[CH:6][N:5]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 887MethanolHCID 433294Lithium ChlorideHCID 126437062-Chloro-5-methylpyridin-4-amineHCID 546757574-Hydroxy-6-methyl-2-pyrone

Produkt 1

HCID 86343533HCID 86343533, VerbindungAusbeute 6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A well-powdered mixture of 4-amino-5-methyl-2-chloropyridine (0.5 g, 3.5 mmol), 4-hydroxy-6-methyl-pyrone (0.665 g, 5.3 mmol), and lithium chloride (0.025 g, 0.6 mmol) was heated at 160° C. for 20 min in a sealed tube. The resulting melt was cooled and the product was isolated by silica gel flash chromatography using 3% methanol in dichloromethane. Appropriate fractions were combined, concentrated under reduced pressure and the resulting solid was triturated with ethyl acetate, cooled and filtered. The solid was washed with ethyl acetate and dried to give 0.053 g of the title compound as a yellow powder. ES-MS: m/z=251 (M+H).

Aufarbeitung

  1. temperatureThe resulting melt was cooled
  2. customthe product was isolated by silica gel flash chromatography
  3. concentrationconcentrated under reduced pressure
  4. customthe resulting solid was triturated with ethyl acetate
  5. temperaturecooled
  6. filtrationfiltered
  7. washThe solid was washed with ethyl acetate
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9a19c991c2d04def811a6e29ca1c475a
Quelldatensatz
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09365547B2

Notizen zur Reaktion

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