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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1735130Generated: October 26, 2026

Homoveratrylamine → 2-Chloro-4-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-6-(2-[3,4-dimethoxyphenyl]ethylamino)-1,3,5-triazine

https://huagongshe.com/reaction/1735130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHomoveratrylamineHCID 8421—
Reactant1,4-DioxaneHCID 31275—
Reactant2,4-Dichloro-6-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-l,3,5-triazineHCID 19436860—
SolventSodium CarbonateHCID 10340—
Product2-Chloro-4-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-6-(2-[3,4-dimethoxyphenyl]ethylamino)-1,3,5-triazineHCID 19436847—

Reaction Steps

2,4-Dichloro-6-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-l,3,5-triazine (3.08 g, 9.03 mM) in dioxane (50 mL) and aqueous sodium carbonate solution (50 mL, 10% solution) was treated with 2-(3,4-dimethoxyphenyl)ethylamine (1.64 g, 9.03 mM). After stirring 18 hrs at ambient temperature the mixture was extracted with methylene chloride (3×75 mL). Filtration through a cotton plug and concentration provided a solid which was recrystallized from methylene chloride/ethanol to provide 3.52 g, (80%), mp=152°-153° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05536722
Source datasetuspto-grants-1996_07
ORD IDord-d683af7d7d5a450c8c2d572d88f05b64
Source noteuspto-grants-1996_07