3-(1-Methyl-1H-tetrazol-5-yl)-5-nitro-benzoic acid ethyl ester → 3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-benzoic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[C:7]([C:14]2[N:18]([CH3:19])[N:17]=[N:16][N:15]=2)[CH:6]=1)[CH3:2]>CCOC(C)=O.C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:6]=[C:7]([C:14]2[N:18]([CH3:19])[N:17]=[N:16][N:15]=2)[CH:8]=[C:9]([NH2:11])[CH:10]=1)[CH3:2]Participants
4
Procedure
A solution of 3-(1-Methyl-1H-tetrazol-5-yl)-5-nitro-benzoic acid ethyl ester (6.5 g) in EtOAc:ethanol (1:1, 320 ml) was hydrogenated at 20° C. and 50 psi with 10% Pd/C (750 mg). After reaction completion, the mixture was filtered and the filtrate concentrated in vacuum to give the title compound (4.2 g). Rt=1.21 min (method D).