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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247368Generated: October 26, 2026

Hydrochloric Acid → (RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride

https://huagongshe.com/reaction/1247368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantbenzyl N-[4-[[[2-(2,6-difluoro-4-hydroxyphenyl)-2-ethoxyacetyl]amino]methyl]benzenecarboximidoyl]carbamateHCID 140474529—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetamide hydrochlorideHCID 2190571088%

Reaction Steps

(RS)-[(4-{[2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetylamino]-methyl}-phenyl)-imino-methyl]-carbamic acid benzyl ester (100 mg) was dissolved in EtOH (2 ml). 1.25 M HCl in EtOH (0.1 ml) was added and the mixture was hydrogenated 1.5 h at 1 atm H2 in the presence of a catalytic amount of 10% Pd/C. After filtration of the catalyst the solvent was removed to obtain 71 mg (88%) of (RS)-N-(4-carbamimidoyl-benzyl)-2-(2,6-difluoro-4-hydroxy-phenyl)-2-ethoxy-acetamide hydrochloride. White powder. MS 364.3 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129238B2
Source datasetuspto-grants-2006_10
ORD IDord-10edcd5089c140adb22f5a59ff4b705d
Source noteuspto-grants-2006_10