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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876290Generated: October 30, 2026

Ethanol → N,N-Dimethyl-4-(1,2,3,4-tetrahydro-isoquinolin-7-yloxy)-benzamide

https://huagongshe.com/reaction/1876290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant7-(4-Dimethylcarbamoyl-phenoxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl esterHCID 58493902—
CatalystPalladiumHCID 23938—
SolventHCID 178418361HCID 178418361—
ProductN,N-Dimethyl-4-(1,2,3,4-tetrahydro-isoquinolin-7-yloxy)-benzamideHCID 58493883—

Reaction Steps

A mixture of 10% palladium on carbon (1.50 g), 7-(4-dimethylcarbamoyl-phenoxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (2 mL), and ethanol (200 mL) is shaken in hydrogen atmosphere (3 bar) at room temperature for 2 h. Then the catalyst is separated by filtration and the filtrate is concentrated. The residue is purified by chromatography on silica gel (methanol/methanol containing 1% ammionia 1:0→0:1) to furnish the title compound that is precipitated from dioxane with 6 M HCl in dioxane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309597B2
Source datasetuspto-grants-2012_11
ORD IDord-a27e83bd9fe247f788240b39a8d6ae52
Source noteuspto-grants-2012_11