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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735144Generated: October 30, 2026

4-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethoxy]-3-methoxyphenylamine → 3-(2-chloro-4-trifluoromethylphenyl)propynoic acid-{4-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethoxy]-3-methoxyphenyl}amide formate

https://huagongshe.com/reaction/735144

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethoxy]-3-methoxyphenylamineHCID 68817412—
Reactant(2-Chloro-4-trifluoromethylphenyl)propynoic acidHCID 68817422—
SolventDichloromethane methanolHCID 21226129—
Product3-(2-chloro-4-trifluoromethylphenyl)propynoic acid-{4-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethoxy]-3-methoxyphenyl}amide formateHCID 68818459—

Reaction Steps

Prepared analogously to Example 2.3.f. from 150 mg (0.6 mmol) of (2-chloro-4-trifluoromethylphenyl)propynoic acid and 304 mg (0.66 mmol) of 4-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethoxy]-3-methoxyphenylamine (65%). Yield: 17 mg (5% of theory); melting point: 92° C.-95° C.; C28H24ClF3N2O3 (M=528.96)*CH2O2; calc.: molecular ion peak (M+H)+: 529/531 (Cl); found: molecular ion peak (M+H)+: 529/531 (Cl); Rf value: 0.55 (silica gel, dichloromethane/methanol (9:1)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592373B2
Source datasetuspto-grants-2009_09
ORD IDord-83c8d310ca6c4741a1b212833535c135
Source noteuspto-grants-2009_09