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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250073Generated: October 29, 2026

Sodium Carbonate → 6-(Pyridin-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/250073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Amino-6-chloropyrimidineHCID 238012—
Reactant2-Methoxypyrimidine-5-boronic acidHCID 2736778—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventDimethoxyethane ethanol waterHCID 86587095—
Product6-(Pyridin-3-yl)pyrimidin-4-amineHCID 5747657451%

Reaction Conditions

Temperature125 °C

Reaction Steps

6-Chloropyrimidin-4-amine (0.35 g, 2.70 mmol), 2-methoxypyrimidin-5-ylboronic acid (0.520 g, 3.38 mmol), Na2CO3 (0.859 g, 8.11 mmol) and bis(triphenylphosphine)palladium(II)chloride (0.038 g, 0.054 mmol) were suspended in a mixture of DME/EtOH/water. (15:2:3 mL). The mixture was heated in the microwave synthesizer at 125° C. for 20 min and concentrated. The residue was purified by silica gel chromatography (0-5% 9:1 methanol:ammonium hydroxide-ethyl acetate) to afford 6-(pyridin-3-yl)pyrimidin-4-amine (0.28 g, 1.378 mmol, 51% yield) as an off-white solid. LCMS R.T.=0.53; [M+H]+=204.11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863291B2
Source datasetuspto-grants-2011_01
ORD IDord-be07cb755f794dc7ab75a832aee23fc3
Source noteuspto-grants-2011_01