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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258657Generated: October 30, 2026

4-Chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-2-nitroaniline → 4-Chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-benzene-1,2-diamine

https://huagongshe.com/reaction/1258657

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-2-nitroanilineHCID 67958005—
CatalystNickelHCID 935—
SolventEthyl AcetateHCID 8857—
Product4-Chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-benzene-1,2-diamineHCID 67957762—

Reaction Steps

A mixture of 4-chloro-5-(2-dimethylaminomethyl-pyrrolidin-1-yl)-2-nitroaniline (150 mg, 0.5 mmol), EtOAc (10 mL) and Ra—Ni (50 mg) was stirred for 19 h at rt under a hydrogen atmosphere (3.0 bar). Further catalyst was added and the hydrogenation was continued for 6 h at 40° C. The catalyst was removed by filtration, the filtrate was acidified with 1.25 M HCl in EtOH and concentrated to give the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466186B2
Source datasetuspto-grants-2013_06
ORD IDord-082b39a2d8ff448f96ad8713e54cc2c6
Source noteuspto-grants-2013_06