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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773993Generated: October 25, 2026

(+/-)-8-[5-(1-Ethoxycarbonyl-ethyl)-2-methoxy-phenyl]-5-fluoro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester → (+/-)-Ethyl 2-(3-(5-fluoro-1,2,3,4-tetrahydroisoquinolin-8-yl)-4-methoxyphenyl)propanoate

https://huagongshe.com/reaction/1773993

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+/-)-8-[5-(1-Ethoxycarbonyl-ethyl)-2-methoxy-phenyl]-5-fluoro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl esterHCID 89648690—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(+/-)-Ethyl 2-(3-(5-fluoro-1,2,3,4-tetrahydroisoquinolin-8-yl)-4-methoxyphenyl)propanoateHCID 131734715—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution under N2 of (±)-8-[5-(1-ethoxycarbonyl-ethyl)-2-methoxy-phenyl]-5-fluoro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (57 mg, 0.12 mmol, 1 eq.) in EtOH (40 mL), palladium on activated carbon (10 wt. %, 3.2 mg) was added. The flask was evacuated and backfilled with H2 (3×). The black suspension was stirred at 50° C. under an H2-atmosphere for 18 hours. The suspension was filtered through Celite, the Celite rinsed with EtOH. The filtrate was concentrated in vacuo to afford the title product as a yellow oil. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255090B2
Source datasetuspto-grants-2016_02
ORD IDord-eb1e365ad83b424c9f8e2e4516acbefe
Source noteuspto-grants-2016_02