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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925504Generated: October 28, 2026

5-{(1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-amino]-1-hydroxyethyl}-8-(benzyloxy)quinolin-2(1H)-one → 5-{(1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)amino]-1-hydroxyethyl}-8-hydroxyquinolin-2(1H)-one

https://huagongshe.com/reaction/1925504

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-{(1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)-amino]-1-hydroxyethyl}-8-(benzyloxy)quinolin-2(1H)-oneHCID 67520637—
CatalystPalladiumHCID 23938—
Product5-{(1R)-2-[(2-{3-[2-(1-adamantyl)ethoxy]phenyl}ethyl)amino]-1-hydroxyethyl}-8-hydroxyquinolin-2(1H)-oneHCID 42623780—

Reaction Steps

Obtained from Intermediate 33 (0.365 g, 0.62 mmol) and palladium on charcoal (10%, 0.075 g) by the same procedure described in Example 1 (reaction time: 20 hours). The crude was purified by column chromatography with silica gel, eluting with methylen chloride/methanol/ammonium (40:2.5:0.1) and the title compound was obtained as a solid (0.113 g, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178679B2
Source datasetuspto-grants-2012_05
ORD IDord-fa7e09a429a540f7a93a6de757743e4d
Source noteuspto-grants-2012_05