Réaction #8819

Équation de réaction

5-benzyl-1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

ammonium formate

→

1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

Rendement 32.2%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureat reflux for 12 hr
3. 3
   Autreto reach ambient temperature
4. 4
   AutreThe catalyst was removed by filtration through Celite®
5. 5
   AutreThe filtrate was evaporated in vacuo
6. 6
   AutrePurification by silica gel chromatography

Mode opératoire

A mixture of 5-benzyl-1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine 17a (500 mg, 1.6 mmol), ammonium formate (1.0 g), and 700 mg 5% Pd/C (50% with water) in 80% aqueous methanol was heated at reflux for 12 hr, and then allowed to reach ambient temperature. The catalyst was removed by filtration through Celite®. The filtrate was evaporated in vacuo. Purification by silica gel chromatography provided 1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine (110 mg) 18a as an oil.

Source