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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925500Generated: October 28, 2026

[5-{(1R)-2-[(2-{4-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-amino]-1-hydroxyethyl}-2-(benzyloxy)phenyl]formamide → (5-{(1R)-2-[(2-{4-[2-(1-adamantyl)ethoxy]phenyl}ethyl)amino]-1-hydroxyethyl}-2-hydroxyphenyl)formamide

https://huagongshe.com/reaction/1925500

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[5-{(1R)-2-[(2-{4-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-amino]-1-hydroxyethyl}-2-(benzyloxy)phenyl]formamideHCID 86649159—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product(5-{(1R)-2-[(2-{4-[2-(1-adamantyl)ethoxy]phenyl}ethyl)amino]-1-hydroxyethyl}-2-hydroxyphenyl)formamideHCID 5962492938.1%

Reaction Steps

To a solution of Intermediate 26 (0.32 g, 0.56 mmol) in a mixture of methanol (5 mL) and tetrahydrofuran (5 mL) was added palladium on charcoal (10%, 0.03 g). The reaction mixture was hydrogenated at 40 psi for 3 days. The catalyst was filtered through Celite® and the solvent removed under reduced pressure. The crude was purified by chromatography eluting with chloroform/methanol (6:1) to give the title compound as a solid (0.102 g, 37%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178679B2
Source datasetuspto-grants-2012_05
ORD IDord-a6becfff89394e6eaed903e779273a83
Source noteuspto-grants-2012_05