Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234525Generated: October 27, 2026

Methanol → 1-(4-Amino-2-methoxybenzenesulfonyl)-5-chloro-3-(cyclohexylmethyl)-1,3-dihydro-3-(methylamino)indol-2-one

https://huagongshe.com/reaction/234525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant5-Chloro-3-(cyclohexylmethyl)-1,3-dihydro-1-(2-methoxy-4-nitrobenzenesulfonyl)-3-(methylamino)indol-2-oneHCID 19076466—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Amino-2-methoxybenzenesulfonyl)-5-chloro-3-(cyclohexylmethyl)-1,3-dihydro-3-(methylamino)indol-2-oneHCID 1907651253.1%

Reaction Steps

A mixture of 1.2 g of the compound obtained in EXAMPLE 102, 3 g of Raney® nickel, 30 ml of MeOH and 40 ml of THF is hydrogenated at atmospheric pressure and at RT. After 40 minutes, the catalyst is filtered off on C elite® and the filtrate is evaporated under vacuum. The residue is chromatographed on silica using DCM and then a DCM/AcOEt mixture (75/25; v/v) as the eluent to give 0.6 g of the expected product, which is used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05594023
Source datasetuspto-grants-1997_01
ORD IDord-84db338b920048069d742aa6bf42d159
Source noteuspto-grants-1997_01