Hydrochloric Acid → 6-Chloro-2-(4-methoxy-3,5-dimethylphenyl)oxazolo[4,5-C]pyridine

HRID 1401110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1401110
N1C2C(=CC=C3C=2N=CC=C3)C=CC=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl.Cl[C:23]1[CH:28]=[C:27]([Cl:29])[N:26]=[CH:25][C:24]=1[NH:30][C:31](=[O:42])[C:32]1[CH:37]=[C:36]([CH3:38])[C:35]([O:39][CH3:40])=[C:34]([CH3:41])[CH:33]=1>O1CCCC1.[Cu]I>[Cl:29][C:27]1[N:26]=[CH:25][C:24]2[N:30]=[C:31]([C:32]3[CH:37]=[C:36]([CH3:38])[C:35]([O:39][CH3:40])=[C:34]([CH3:41])[CH:33]=3)[O:42][C:23]=2[CH:28]=1

Komponenten

7

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

In a microwaveable vessel, 0.98 g of N-(4,6-dichloropyridin-3-yl)-4-methoxy-3,5-dimethylbenzamide were dissolved in 15 ml of dry tetrahydrofuran, and 29 mg of copper(I) iodide, 54 mg of 1,10-phenanthroline and 1.47 g of cesium carbonate were added. In a microwave sunthesizer, the reaction mixture was then heated at 180° C. for 3 h. For work-up, the mixture was added to 12 ml of a 0.5 M aqueous hydrochloric acid solution. The precipitated solid was filtered off with suction and the mother liquor was extracted twice with ethyl acetate. The collected organic phases were combined with the suction-filtered solid and the solvent was removed under reduced pressure. This gave 0.79 g (91%) of the product, which was reacted further without any further purification.

Aufarbeitung

  1. filtrationThe precipitated solid was filtered off with suction
  2. extractionthe mother liquor was extracted twice with ethyl acetate
  3. customthe solvent was removed under reduced pressure
  4. customThis gave 0.79 g (91%) of the product, which was reacted further without any further purification

Quellen und Nachweise

ORD-Eintrag
ord-2419ef62c3e9457e8cefa041ff8bd9bf
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08907093B2

Notizen zur Reaktion

Wird geladen…