Reaktion #1055895

Reaktionsgleichung

6-methyl-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carbonitrile

POCl3

→

4-chloro-6-methyl-[1,5]naphthyridine-3-carbonitrile

Ausbeute 57.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder refluxing for 2 hrs
3. 3
   Sonstigethe reaction mixture was quenched with ice water
4. 4
   Extraktionfollowed by extraction with AcOEt
5. 5
   WaschenThe organic layer was washed with brine
6. 6
   Trocknendried over NaSO4
7. 7
   Einengenconcentrated

Vorschrift

The suspension of 6-methyl-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carbonitrile (1.47 g, 7.93 mmol) in POCl3 (25 mL) was heated under refluxing for 2 hrs. After cooling to room temperature, the reaction mixture was quenched with ice water and basified with NH4OH followed by extraction with AcOEt. The organic layer was washed with brine and dried over NaSO4, and concentrated to give 4-chloro-6-methyl-[1,5]naphthyridine-3-carbonitrile as a brown solid (0.92 g, 57.1%). HR-MS-EI (+) m/e calcd for C10H6ClN3 (M+) 203.0250. found 203.0252.

Quelle