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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454528Generated: October 30, 2026

Tert-butyl 4-(2-((tert-butoxycarbonyl)(methyl)amino)phenyl)-2-nitrobenzoate → Tert-butyl 2-amino-4-(2-((tert-butoxycarbonyl)(methyl)amino)phenyl)benzoate

https://huagongshe.com/reaction/454528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(2-((tert-butoxycarbonyl)(methyl)amino)phenyl)-2-nitrobenzoateHCID 66990486—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 2-amino-4-(2-((tert-butoxycarbonyl)(methyl)amino)phenyl)benzoateHCID 6699097590.5%

Reaction Steps

To a solution mixture of tert-butyl 4-(2-((tert-butoxycarbonyl)(methyl)amino)phenyl)-2-nitrobenzoate (57 mg) in ethyl acetate (2.5 mL) and methanol (2.5 mL), 10% palladium-carbon (11 mg) was added. The resulting mixture was stirred at room temperature for 3 hours under a hydrogen atmosphere. The insoluble substance was removed by filtration, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 95-85% hexane/ethyl acetate] to obtain 48 mg of tert-butyl 2-amino-4-(2-((tert-butoxycarbonyl)(methyl)amino)phenyl)benzoate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492582B2
Source datasetuspto-grants-2013_07
ORD IDord-413d9799cc8d42568db2a8ec6b8f54ea
Source noteuspto-grants-2013_07