Reaktion #59086

Reaktionsgleichung

4-(2-methoxy-4-(methylamino)-5-nitrophenoxy)pyridine-2-carboxylic acid

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide

3H-1,2,3-triazolo[4,5-b]pyridine-3-ol

diisopropylamine

ammonium chloride

→

4-(2-methoxy-4-(methylamino)-5-nitrophenoxy)pyridine-2-carboxamide

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction
2. 2
   Einengenconcentrated
3. 3
   SonstigePurification on silica gel, 50% acetone in hexanes

Vorschrift

The mixture containing 4-(2-methoxy-4-(methylamino)-5-nitrophenoxy)pyridine-2-carboxylic acid (1 eq), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (2 eq), 3H-1,2,3-triazolo[4,5-b]pyridine-3-ol (1.5 eq), and diisopropylamine (5 eq) in tetrahydrofuran was stirred at room temperature for 1 hour. To this was then added ammonium chloride (2 eq) and the resulting mixture was stirred together for 48 hours. Reaction concentrated. Purification on silica gel, 50% acetone in hexanes to yield 4-(2-methoxy-4-(methylamino)-5-nitrophenoxy)pyridine-2-carboxamide as a bright yellow solid. HPLC=3.70 min; MS: MH+=319.

Quelle