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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110646Generated: October 26, 2026

Homoveratrylamine → (6-Chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine

https://huagongshe.com/reaction/2110646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHomoveratrylamineHCID 8421—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
ReactantSodium BicarbonateHCID 516892—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product(6-Chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(3,4-dimethoxy-phenyl)-ethyl]-amineHCID 57636020103.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4,6-dichloro-2-methylsulfanyl-pyrimidine [1 g, 5.1 mmol, Intermediate (29)], 3,4-dimethoxy-phenylethylamine [0.98 g, 5.4 mmol, Intermediate (30)], and sodium bicarbonate (0.86 g, 10 mmol) in EtOH (5 mL) is heated to reflux. After stirring at 85° C. for 4 hours the mixture is diluted with water and filtered. The solid is washed with water, and dried to afford (6-chloro-2-methylsulfanyl-pyrimidin-4-yl)-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine [1.8 g, Intermediate (31)]. LCMS: RT=3.25 minutes, MS: 340 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517889B2
Source datasetuspto-grants-2009_04
ORD IDord-09df0b79927f4191a9e2cc59299a62b0
Source noteuspto-grants-2009_04