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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250053Generated: October 27, 2026

Sodium Carbonate → 6-(3-Methoxyphenyl)pyrimidin-4-amine

https://huagongshe.com/reaction/250053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Amino-6-chloropyrimidineHCID 238012—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventDimethoxyethane ethanol waterHCID 86587095—
Product6-(3-Methoxyphenyl)pyrimidin-4-amineHCID 4975843870%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 6-chloropyrimidin-4-amine (0.324 g, 2.5 mmol), 3-methoxyphenylboronic acid (0.475 g, 3.13 mmol), Na2CO3 (0.795 g, 7.50 mmol) and bis(triphenylphosphine)palladium(II)chloride (0.035 g, 0.050 mmol) was suspended in DME/EtOH/water (15:2:3 mL), heated in the microwave synthesizer at 125° C. for 20 min and concentrated. The residue was purified by silica gel chromatography (10-60% ethyl acetate-hexanes) to afford 6-(3-methoxyphenyl)pyrimidin-4-amine (0.35 g, 1.74 mmol, 70% yield) as an off-white solid. LCMS R.T.=1.28; [M+H]+=201.98.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863291B2
Source datasetuspto-grants-2011_01
ORD IDord-848aa42416b7434e908f47f217ad44df
Source noteuspto-grants-2011_01