Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173746Generated: October 31, 2026

Sodium Carbonate → Pyrazine, 3,5-dimethyl-2-(7-phenyl-2-naphthalenyl)-

https://huagongshe.com/reaction/2173746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-3,5-dimethylpyrazineHCID 11672680—
ReactantHCID 58461088HCID 58461088—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductPyrazine, 3,5-dimethyl-2-(7-phenyl-2-naphthalenyl)-HCID 5846105165%

Reaction Steps

First, into a recovery flask equipped with a reflux pipe were placed 0.62 g of 2-chloro-3,5-dimethylpyrazine, 1.07 g of 7-phenylnaphthalene-2-boronic acid, 0.46 g of sodium carbonate, 0.020 g of bis(triphenylphosphine)palladium(II) dichloride (abbreviation: Pd(PPh3)2Cl2), 10 mL of water, and 10 mL of acetonitrile, and the air in the flask was replaced with argon. This reaction container was irradiated with microwaves (2.45 GHz, 100 W) for 15 minutes, so that heating was performed. Then, the reaction container was cooled to 50° C. or less. Water was added to the reaction solution, and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and dried with magnesium sulfate. The solution which had been dried was filtered. The solvent of this solution was distilled, and the obtained residue was purified by silica gel column chromatography with a developing solvent of dichloromethane, whereby Hdm7p2npr, which is the pyrazine derivative to be produced, was found to be obtained (as a white powder in 65% yield). Note that the microwave irradiation was performed using a microwave synthesis system (Discover, manufactured by CEM Corporation). The synthesis scheme of Step 4 is illustrated in the following (d-5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056883B2
Source datasetuspto-grants-2015_06
ORD IDord-f6dbd2c7f726496ab8ee1c3ba8aef7ea
Source noteuspto-grants-2015_06