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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275940Generated: October 26, 2026

Triethylamine → 5,6-Dimethyl-2-chloro4-(6-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine

https://huagongshe.com/reaction/275940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-Dichloro-5,6-dimethylpyrimidineHCID 241553—
Reactant6-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolineHCID 14230281—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5,6-Dimethyl-2-chloro4-(6-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidineHCID 1831563180.6%

Reaction Conditions

Temperature85 °C

Reaction Steps

After 1-methyl-6-methoxy-1,2,3,4-tetrahydroisoquinoline(1.3 g, 7.3 mmol) and triethylamine(1.0 ml, 7.3 mmol) were added to a suspension of 5,6-dimethyl-2,4-dichloropyrimidine(1.2 g, 6.64 mmol) in dimethylformamide, the reaction mixture was stirred for 3 hours at 85° C. The reaction mixture was cooled to a room temperature and diluted with ethyl acetate. The organic layer was washed with water and aqueous sodium hydroxide, dried over anhydrous magnesium sulfate, concentrated under a reduced pressure, and then purified by a silica gel column chromatography to give 1.7 g of the titled compound. (Yield: 78.5%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06352993B1
Source datasetuspto-grants-2002_03
ORD IDord-6a299d49c56b4a55b2c4f611164c0410
Source noteuspto-grants-2002_03