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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619629Generated: November 2, 2026

Triethylamine → N-[(2,4-dimethoxyphenyl)methyl]pyrimidin-2-amine

https://huagongshe.com/reaction/1619629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-ChloropyrimidineHCID 74404—
Reactant2,4-DimethoxybenzylamineHCID 597250—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN-[(2,4-dimethoxyphenyl)methyl]pyrimidin-2-amineHCID 5502626272.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-chloropyrimidine (1.37 g, 12 mmol), 2,4-dimethoxybenzylamine (2.61 g, 15.6 mmol) and triethylamine (2.51 mL, 18 mmol) in ethanol (8 mL) was heated in a Biotage Initiator™ microwave at 120° C. for 15 minutes. The reaction mixture was diluted with water and extracted with dichloromethane (×3). The combined organic layers were washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (20-50% ethyl acetate in heptane gradient elution) to afford the title compound as a white solid (2.14 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772293B2
Source datasetuspto-grants-2014_07
ORD IDord-f77c0f0985384a008cb35189ef6c7b14
Source noteuspto-grants-2014_07