Dimethylformamide → 8-Chloro-9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridine

HRID 221984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 221984
[C:1]1([C:7]2[C:8](=O)[NH:9][C:10]3[CH:11]=[CH:12][N:13]4[C:19]([C:20]5[N:25]=[CH:24][CH:23]=[CH:22][N:21]=5)=[N:18][N:17]=[C:14]4[C:15]=3[CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C=O)C.O=P(Cl)(Cl)[Cl:34]>C(#N)C>[Cl:34][C:8]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:16][C:15]2[C:14]3=[N:17][N:18]=[C:19]([C:20]4[N:25]=[CH:24][CH:23]=[CH:22][N:21]=4)[N:13]3[CH:12]=[CH:11][C:10]=2[N:9]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 1363526579-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one

Produkt 1

HCID 582298728-Chloro-9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of 9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8(7H)-one (2-4) (1.4 g, 4.1 mmol) and DMF (0.032 mL) in acetonitrile (20 mL) was added POCl3 (2.3 mL, 24.6 mmol). After stirring at 120° C. for overnight, the solvent was removed under reduced pressure, and the residue was diluted with acetonitrile, and added water. The resulting solid was collected by filtration to give 8-chloro-9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridine (2-5) as a colorless solid.

Aufarbeitung

  1. customthe solvent was removed under reduced pressure
  2. additionthe residue was diluted with acetonitrile
  3. additionadded water
  4. filtrationThe resulting solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-3bfd61dc9c3d4b24aecf64f1573baddb
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207169B2

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