2,6-Lutidine → HCID 57561127, Verbindung
Reaktionsgleichung
[CH3:1][O:2][CH2:3][C:4]1[CH:13]=[C:12](O)[C:11]2[C:6](=[N:7][C:8]([C:15]3[C:20]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:18]=[CH:17][N:16]=3)=[CH:9][CH:10]=2)[N:5]=1.O=P(Cl)(Cl)[Cl:27].N1C(C)=CC=CC=1C>C(Cl)(Cl)Cl>[Cl:27][C:12]1[C:11]2[C:6](=[N:7][C:8]([C:15]3[C:20]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:18]=[CH:17][N:16]=3)=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:3][O:2][CH3:1])[CH:13]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2-Methoxymethyl-7-(3-trifluoromethyl-pyridin-2-yl)-[1,8]napthyridin-4-ol (191 mg, 0.569 mmol) is dissolved in a solution of chloroform (15 mL), POCl3 (0.212 mL, 2.28 mmol) and 2,6-lutidine (0.256 mL, 2.28 mmol). The reaction is heated at reflux overnight. The mixture is concentrated under reduced pressure. The resulting residue is dissolved in EtOAc (50 mL) and extracted with water (50 mL), saturated NaHCO3(aq) (50 mL) and brine (50 mL). The organic extract is dried over Na2SO4 and the solvent removed under reduced pressure. The crude product is purified by column chromatography on silica gel eluting with hexanes/EtOAc (1:1) to yield the title compound as a white solid.