Réaction #2275697

Équation de réaction

[(3,5-bis-benzyloxy-pyridine-2-carbonyl)-amino]-acetic acid methyl ester

→

desired compound

Rendement 100.0%

[(3,5-dihydroxy-pyridine-2-carbonyl)-amino]-acetic acid methyl ester

Rendement 100.0%

Solvants

MeOH

Conditions de réaction

Traitement

1. 1
   FiltrationThe suspension is filtered through Celite™
2. 2
   Concentrationthe filtrate concentrated under reduced pressure
3. 3
   AutreThe crude material is purified over silica (MeOH:CH2Cl2 gradient 1% to 5%)

Mode opératoire

To a solution [(3,5-bis-benzyloxy-pyridine-2-carbonyl)-amino]-acetic acid methyl ester (3.50 g, 8.62 mmol) in MeOH (100 mL) is added 10% Pd/C (0.350 g, 0.862 mmol) and the reaction mixture stirred under an atmosphere of H2 at room temperature for 16 hours. The suspension is filtered through Celite™ and the filtrate concentrated under reduced pressure. The crude material is purified over silica (MeOH:CH2Cl2 gradient 1% to 5%) to afford 1.95 g (quantitative yield) of the desired compound as an off-white solid. 1H NMR (250 MHz, MeOD) δ ppm 7.62 (1H, d, J=2.4 Hz), 6.53 (1H, d, J=2.4 Hz), 4.04 (2H, s), 3.64 (3H, s). HPLC-MS: m/z 227 [M+H]+.

Source