Phosphorus oxychloride → 1-Chloro-8-methoxy-3-phenyl-2,7-naphthyridine

HRID 1034938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1034938
[CH3:1][O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[C:11](=O)[NH:10][C:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:8]2.O=P(Cl)(Cl)[Cl:22]>CC#N>[Cl:22][C:11]1[C:12]2[C:7](=[CH:6][CH:5]=[N:4][C:3]=2[O:2][CH3:1])[CH:8]=[C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:10]=1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 580937988-methoxy-3-phenyl-2,7-naphthyridin-1(2H)-one

Produkt 1

HCID 580943901-Chloro-8-methoxy-3-phenyl-2,7-naphthyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

8-Methoxy-3-phenyl-2,7-naphthyridin-1(2H)-one (80 mg, 0.32 mmol) is dissolved in CH3CN (2 mL) and POCl3 (59 uL, 0.64 mmol) The mixture is stirred at 80° C. for 3 hours. POCl3 is removed and neutralized with sat. NaHCO3. The compound is extracted with CHCl3 and the organic layer is dried (Na2SO4) and evaporated to yield the crude compound and used for the next step without any further purification. MS m/z 271.1 (M+1).

Aufarbeitung

  1. customPOCl3 is removed
  2. extractionThe compound is extracted with CHCl3
  3. dry with materialthe organic layer is dried (Na2SO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c2338579ddce4133b2fbfd268eeb6ed6
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546370B2

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