HCID 67354024, compound → 5-Amino-2-hydroxy-N-methylbenzamide
Reaction equation
C([O:8][C:9]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:10]=1[C:11]([NH:13][CH3:14])=[O:12])C1C=CC=CC=1>[Pd].CO>[NH2:19][C:16]1[CH:17]=[CH:18][C:9]([OH:8])=[C:10]([CH:15]=1)[C:11]([NH:13][CH3:14])=[O:12]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a flask charged with 2-(benzyloxy)-N-methyl-5-nitrobenzamide (176 mg, 1.061 mmol) was added MeOH (4 mL). The resulting suspension was thoroughly purged with nitrogen prior to the addition of 10% Pd/C (12 mg, 0.046 mmol). The reaction mixture was purged with H2 gas, and then stirred under at atmosphere of hydrogen overnight. The reaction mixture was filtered through Celite® (diatomaceous earth) and the filtrate dried under reduced pressure. The resulting 5-amino-2-hydroxy-N-methylbenzamide (90 mg, 99% crude yield) was used in next step without further purification.