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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872725Generated: November 3, 2026

Trifluoroacetic acid → N-(1,2,3,4-Tetrahydroisoquinolin-5-yl)-5-chloro-2,4-dimethoxybenzamide

https://huagongshe.com/reaction/1872725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactant1,1-Dimethylethyl 5-[(5-chloro-2,4-dimethoxybenzoyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylateHCID 18687395—
SolventDichloromethaneHCID 6344—
ProductN-(1,2,3,4-Tetrahydroisoquinolin-5-yl)-5-chloro-2,4-dimethoxybenzamideHCID 18687356—

Reaction Steps

To a solution of 5-chloro-2,4-dimethoxy-N-[2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-5-yl]benzamide (1 g) in dichloromethane (30 ml) at 0° C. was added trifluoracetic acid (3 ml). The mixture was then stirred at room temperature for 3h before pouring into saturated aqueous sodium bicarbonate (100 ml) and extracting with dichloromethane. The organic phase was dried over sodium sulfate and concentrated in vacuo to afford the title compound as an off white solid (700 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06110934
Source datasetuspto-grants-2000_08
ORD IDord-9ecb945c40ac4551ad50d19142478f3e
Source noteuspto-grants-2000_08