Reaction #155367

ord-58567c32622f4b2a9ffc9a6fe55bc69b

Reaction equation

CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1[N+](=O)[O-]
product 1a
CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1[N+](=O)[O-]
3-[(4-Methylamino-3-nitro-benzoyl)-phenyl-amino]-propionic acid methyl ester
→
CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1N
3-[(3-Amino-4-methylamino-benzoyl)-phenyl-amino]-propionic acid methyl ester

Reactants

CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1[N+](=O)[O-]
product 1a
CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1[N+](=O)[O-]
3-[(4-Methylamino-3-nitro-benzoyl)-phenyl-amino]-propionic acid methyl ester

Reagents

[Pd]
Pd

Solvents

CCO
ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The nitro group of product 1a was reduced by hydrogenation at room temperature in ethanol with Pd (10% on charcoal) as catalyst.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08821871B2uspto-grants-2014_09