Reaktion #1004

ord-5cd86490cc5f416d8215674f1fbf73d6

Reaktionsgleichung

Nc1ccc2ccc(Cl)nc2n1
2-chloro-7-amino-1,8-napthyridine
C[O-].[Na+]
sodium methoxide
COc1ccc2ccc(N)nc2n1
2-methoxy-7-amino-1,8-naphthyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723462uspto-grants-1998_03