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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749211Generated: October 30, 2026

Dichloromethane ethylacetate → 2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl)-acetamide

https://huagongshe.com/reaction/749211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethane ethylacetateHCID 21226138—
Reactant2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2-dihydro-isoquinolin-5-yl)-acetamideHCID 25063764—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl)-acetamideHCID 2506376584%

Reaction Steps

A 50 mL round-bottom flask was charged with a solution of 2-Adamantan-1-yl-N-(2-benzyl-1-oxo-1,2-dihydro-isoquinolin-5-yl)-acetamide (14 mg, 0.033 mmol) in absolute ethanol (6 mL) and 10% Pd/C (10 mg). The reaction vessel was evacuated and filled with hydrogen via balloon. The reaction suspension was stirred at room temperature under hydrogen (1 atm) for 17 h. The resulting mixture was filtered and the filtrate was concentrated on a rotary evaporator. The crude product was purified by prep. TLC using DCM/EtOAc (3:1) as the elutant affording the title compound (11.8 mg, 0.027 mmol, 84% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402596B2
Source datasetuspto-grants-2008_07
ORD IDord-df051c8c7b884de0a12de4845e677ec1
Source noteuspto-grants-2008_07