Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396042Generated: October 30, 2026

4-(4-(2-[((2S)-3-(4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenoxy)-2-hydroxypropyl)amino]ethyl}anilino)-N-octyl-1-piperidinecarboxamide → 4-(4-[2-[(2s)-2-Hydroxy-3-(4-hydroxy-3-methanesulfonylamino-phenoxy)-propylamino]-ethyl]-phenylamino)-piperidine-1-carboxylic acidoctylamide

https://huagongshe.com/reaction/396042

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-(2-[((2S)-3-(4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenoxy)-2-hydroxypropyl)amino]ethyl}anilino)-N-octyl-1-piperidinecarboxamideHCID 69987468—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-(4-[2-[(2s)-2-Hydroxy-3-(4-hydroxy-3-methanesulfonylamino-phenoxy)-propylamino]-ethyl]-phenylamino)-piperidine-1-carboxylic acidoctylamideHCID 1016824138.6%

Reaction Steps

4-(4-(2-[((2S)-3-(4-(Benzyloxy)-3-[(methylsulfonyl)amino]phenoxy)-2-hydroxypropyl)amino]ethyl}anilino)-N-octyl-1-piperidinecarboxamide (0.15 g, 0.207 mmol) was dissolved in ethanol (70 mL) and 10% palladium on carbon (0.043 g) added. The solution was shaken in a Parr apparatus at 50 psi hydrogen atmosphere for 16 hours, filtered through a Celite pad and the solvent removed in vacuo. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 10:1 going to 5:1 chloroform-methanol containing 2% triethylamine) to give the title compound (0.052 g, 0.08 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605618B2
Source datasetuspto-grants-2003_08
ORD IDord-aa20afcff61f4a8a893d71e1370c6ebf
Source noteuspto-grants-2003_08