Phosphorus oxychloride → 7-Chloro-1-(difluoromethyl)-8-phenyl[1,2,4]triazolo[4,3-a]-1,5-naphthyridine

HRID 42378

Reaktionsgleichung

Reaktionsgleichung von HRID 42378
[F:1][CH:2]([F:23])[C:3]1[N:7]2[C:8]3[CH:9]=[C:10]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:11](=O)[NH:12][C:13]=3[CH:14]=[CH:15][C:6]2=[N:5][N:4]=1.O=P(Cl)(Cl)[Cl:26]>C(#N)C>[Cl:26][C:11]1[N:12]=[C:13]2[C:8](=[CH:9][C:10]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[N:7]1[C:3]([CH:2]([F:23])[F:1])=[N:4][N:5]=[C:6]1[CH:15]=[CH:14]2

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 670940791-(Difluoromethyl)-8-phenyl-[1,2,4]triazolo[4,3-a][1,5]naphthyridin-7(6H)-one

Produkt 1

HCID 582165777-Chloro-1-(difluoromethyl)-8-phenyl[1,2,4]triazolo[4,3-a]-1,5-naphthyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 1-(difluoromethyl)-8-phenyl[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7(6H)-one (10-1) (19 g, 61 mmol) and POCl3 (28 mL, 304 mmol) in acetonitrile (95 mL) was heated under microwave irradiation at 140° C. for 2 hours. The solvent was removed under reduced pressure, and to the residue was added water. The resulting solid was collected by filtration to give 7-chloro-1-(difluoromethyl)-8-phenyl[1,2,4]triazolo[4,3-a]-1,5-naphthyridine (10-2) as pale yellow solid.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. additionto the residue was added water
  3. filtrationThe resulting solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-6df8a56ef56a427aa34d392e7794f588
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536193B2

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