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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965593Generated: October 30, 2026

Methanol → 1-(4-Aminobenzyl)-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-(dimethylamino)indol-2-one

https://huagongshe.com/reaction/965593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant5-Chloro-3-(2-chlorophenyl)-1,3-dihydro-3-(dimethylamino)-1-(4-nitrobenzyl)indol-2-oneHCID 19076436—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Aminobenzyl)-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-(dimethylamino)indol-2-oneHCID 1907658590%

Reaction Steps

A mixture of 1.88 g of the compound obtained in EXAMPLE 245, 0.9 g of Raney® nickel, 40 ml of MeOH and 40 ml of THF is hydrogenated at atmospheric pressure for 2 hours at RT. The catalyst is filtered off on Celite® and the filtrate is evaporated under vacuum. The residue is chromatographed on silica using DCM and then a DCM/AcOEt mixture (95/5; v/v) as the eluent to give 1.58 g of the expected product, which is used as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773612
Source datasetuspto-grants-1998_06
ORD IDord-a016698ca52d48b7aeda9907dc6765b9
Source noteuspto-grants-1998_06