Réaction #1135849

Équation de réaction

5-nitro-3,3′-bipyridin-4-amine

→

3,3′-bipyridine-4,5-diamine

Solvants

MeOH

Conditions de réaction

Traitement

1. 1
   AutreThe solution was purged with hydrogen
2. 2
   FiltrationThe suspension was filtered through Celite
3. 3
   Concentrationthe concentrated under vacuum

Mode opératoire

To a solution of 5-nitro-3,3′-bipyridin-4-amine (XIV) (5 g, 23 mmol) in MeOH (20 mL) was added 10% Pd/C. The solution was purged with hydrogen and stirred at r.t. under hydrogen for 15 h. The suspension was filtered through Celite and the concentrated under vacuum to produce 3,3′-bipyridine-4,5-diamine (XV) as off white solid (3.3 g, 17.7 mmol, 76% yield). 1H NMR (DMSO-d6, 400 MHz,): δ 8.63-8.53 (m, 1H), 7.90-7.83 (m, 1H), 7.75 (s, 1H), 7.58 (s, 1H), 7.48-7.43 (m, 2H), 6.13 (bs, 2H), 5.31 (bs, 2H). ESIMS found C10H10N4 m/z 187.10 (M+H).

Source