Ethyl 5-nitro-1-methoxymethyl-3-uracilylacetate → Ethyl 5-amino-1-methoxymethyluracilylacetate
Reaction equation
[N+:1]([C:4]1[C:5](=[O:20])[N:6]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7](=[O:13])[N:8]([CH2:10][O:11][CH3:12])[CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[C:5](=[O:20])[N:6]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7](=[O:13])[N:8]([CH2:10][O:11][CH3:12])[CH:9]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A stirred solution of the compound of Example 42 (10.0 g, 35 mmole) in ethanol (100 mL) is hydrogenated over 10% Pd/C (1.00 g) for 8 hours under balloon pressure. Celite is added, and the reaction mixture is filtered through a pad of celite, using ethyl acetate to wash. The solvent is removed in vacuo to give crude ethyl 5-amino-1-methoxymethyl-uracilylacetate.