Reaktion #63197

Reaktionsgleichung

3-[4-(5-bromo-3-methylpyrid-2-yl)butyl]-6-(pyrid-3-ylmethyl)3H-1,2,3-triazolo[5,4-b]-pyridine

ammonium hydroxide

→

title compound ( h )

2-[4-(5-Bromo-3-methylpyrid-2-yl)butylamino]-3-hydroxy-5-(pyrid-3-ylmethyl)pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Sonstigeto give a solution of ca. pH 8
3. 3
   Extraktionextracted with chloroform (4×100 ml)
4. 4
   TrocknenThe combined chloroform extracts were dried over magnesium sulphate
5. 5
   Einengenconcentrated in vacuo

Vorschrift

A mixture of 3-[4-(5-bromo-3-methylpyrid-2-yl)butyl]-6-(pyrid-3-ylmethyl)3H-1,2,3-triazolo[5,4-b]-pyridine (3.9 g) and polyphosphoric acid (ca. 35 g) was heated with stirring at 190°-200° C. for 40 minutes. The cooled residue was dissolved in aqueous ammonium hydroxide to give a solution of ca. pH 8 and extracted with chloroform (4×100 ml). The combined chloroform extracts were dried over magnesium sulphate, concentrated in vacuo to yield 0.6 g title compound (h) m.p. 162°-5° C. The aqueous fraction was evaporated to dryness to yield a pasty residue, which gave on extraction with hot chloroform a further 0.25 g (h) m.p. 163°-164° C. on evaporation. The residue was then heated under reflux with chloroform for 2 hr. and the chloroform solution was chromatographed on silica gel to yield 1.02 g title compound (i) m.p. 110°-112° c.

Quelle