Réaction #1004

Équation de réaction

2-chloro-7-amino-1,8-napthyridine

sodium methoxide

→

2-methoxy-7-amino-1,8-naphthyridine

Solvants

methyl alcohol

Conditions de réaction

Traitement

1. 1
   Températureto cool
2. 2
   Filtrationfiltered through Celite
3. 3
   Concentrationconcentrated in vacuo
4. 4
   Autrethe residue purified on Silica gel (1:9:0.2 methyl alcohol/dichloromethane/ammonium hydroxide)

Mode opératoire

A mixture of 2-chloro-7-amino-1,8-napthyridine (Newkome, G. R. et al, J. Org. Chem., 1981, 46, 833-39) (180 mg, 1 mmol) and a methanolic solution of sodium methoxide (458 μL, 25 wt. %) in methyl alcohol (2 mL) was heated at 50° C. for 19 hours. The reaction mixture was allowed to cool, filtered through Celite using dichloromethane, concentrated in vacuo and the residue purified on Silica gel (1:9:0.2 methyl alcohol/dichloromethane/ammonium hydroxide) to afford 2-methoxy-7-amino-1,8-naphthyridine as a pale yellow solid.

Source